(2-bromo-4-chlorophenyl)methanamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.9 ml of borane-THF complex are provided under ice cooling. A solution of 2.0 g of 2-bromo-4-chlorobenzonitrile (Example 65A) in 60 ml of THF is added slowly. The reaction mixture is then heated for 1 h under reflux, cooled and under ice cooling 20 ml of 1N hydrochloric acid are added dropwise. The mixture is heated under reflux for 1 h and left to cool. For the work-up the solution is adjusted to an alkaline pH with a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is reacted further without purification. 13.9 ml of borane-THF complex are provided under ice cooling The reaction mixture is then heated for 1 h under reflux are added dropwise The mixture is heated under reflux for 1 h left to cool extracted with dichloromethane The organic phase is dried over sodium sulfate concentrated on a rotary evaporator The crude product is reacted further without purification

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.9 ml of borane-THF complex are provided under ice cooling. A solution of 2.0 g of 2-bromo-4-chlorobenzonitrile (Example 65A) in 60 ml of THF is added slowly. The reaction mixture is then heated for 1 h under reflux, cooled and under ice cooling 20 ml of 1N hydrochloric acid are added dropwise. The mixture is heated under reflux for 1 h and left to cool. For the work-up the solution is adjusted to an alkaline pH with a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is reacted further without purification. 13.9 ml of borane-THF complex are provided under ice cooling The reaction mixture is then heated for 1 h under reflux are added dropwise The mixture is heated under reflux for 1 h left to cool extracted with dichloromethane The organic phase is dried over sodium sulfate concentrated on a rotary evaporator The crude product is reacted further without purification

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.9 ml (13.9 mmol) of borane-THF complex (1 M) are provided with ice cooling. Slowly a solution of 604 mg (2.8 mmol) of 2-bromo-4-chlorobenzonitrile (Example 1A) in 60 ml of THF is added. Thereafter the reaction mixture is heated under reflux for 1 h, cooled, and 20 ml of 1N hydrochloric acid are added dropwise with ice cooling. For the work up, the solution is rendered alkaline with a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product (450 mg, about 73% pure) is reacted further without purification. 13.9 ml (13.9 mmol) of borane-THF complex (1 M) are provided with ice cooling Thereafter the reaction mixture is heated under reflux for 1 h cooled extracted with dichloromethane The organic phase is dried over sodium sulfate concentrated on a rotary evaporator The crude product (450 mg, about 73% pure) is reacted further without purification

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.9 ml of borane-THF complex are provided under ice cooling. A solution of 2.0 g of 2-bromo-4-chlorobenzonitrile (Example 65A) in 60 ml of THF is added slowly. The reaction mixture is then heated for 1 h under reflux, cooled and under ice cooling 20 ml of 1N hydrochloric acid are added dropwise. The mixture is heated under reflux for 1 h and left to cool. For the work-up the solution is adjusted to an alkaline pH with a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is reacted further without purification. 13.9 ml of borane-THF complex are provided under ice cooling The reaction mixture is then heated for 1 h under reflux are added dropwise The mixture is heated under reflux for 1 h left to cool extracted with dichloromethane The organic phase is dried over sodium sulfate concentrated on a rotary evaporator The crude product is reacted further without purification

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.9 ml of borane-THF complex are provided with ice cooling. Slowly a solution of 2.0 g of 2-bromo-4-chlorobenzonitrile (Example 1A) in 60 ml of THF is added. Thereafter the reaction mixture is heated under reflux for 1 h, cooled, and 20 ml of 1N hydrochloric acid are added dropwise, with ice cooling. The mixture is heated under reflux for 1 h and allowed to cool. For the work-up, the solution is rendered alkaline using a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is reacted further without purification. 13.9 ml of borane-THF complex are provided with ice cooling Thereafter the reaction mixture is heated under reflux for 1 h cooled The mixture is heated under reflux for 1 h to cool extracted with dichloromethane The organic phase is dried over sodium sulfate concentrated on a rotary evaporator The crude product is reacted further without purification

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.9 ml (13.9 mmol) of borane-THF complex (1 M) are provided with ice cooling. Slowly a solution of 604 mg (2.8 mmol) of 2-bromo-4-chlorobenzonitrile (Example 1A) in 60 ml of THF is added. Thereafter the reaction mixture is heated under reflux for 1 h, cooled, and 20 ml of 1N hydrochloric acid are added dropwise with ice cooling. For the work up, the solution is rendered alkaline with a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product (450 mg, about 73% pure) is reacted further without purification. 13.9 ml (13.9 mmol) of borane-THF complex (1 M) are provided with ice cooling Thereafter the reaction mixture is heated under reflux for 1 h cooled extracted with dichloromethane The organic phase is dried over sodium sulfate concentrated on a rotary evaporator The crude product (450 mg, about 73% pure) is reacted further without purification

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.9 ml of borane-THF complex are provided under ice cooling. A solution of 2.0 g of 2-bromo-4-chlorobenzonitrile (Example 65A) in 60 ml of THF is added slowly. The reaction mixture is then heated for 1 h under reflux, cooled and under ice cooling 20 ml of 1N hydrochloric acid are added dropwise. The mixture is heated under reflux for 1 h and left to cool. For the work-up the solution is adjusted to an alkaline pH with a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is reacted further without purification. 13.9 ml of borane-THF complex are provided under ice cooling The reaction mixture is then heated for 1 h under reflux are added dropwise The mixture is heated under reflux for 1 h left to cool extracted with dichloromethane The organic phase is dried over sodium sulfate concentrated on a rotary evaporator The crude product is reacted further without purification