(1r)-N-(Prop-2-En-1-Yl)-2,3-Dihydro-1h-Inden-1-Amine

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

Procedure: To the DCM solution of (1R) —N-allylindan-1-amine (prepared in Step A), cooled to −20° C., was added 3-chloro-2,2-dimethylpropanoyl chloride (872 mg, 5.63 mmol). After allowing the reaction to sit at −20° C. for 14 hours LCMS analysis indicated a complete consumption of secondary amine. The reaction mixture was then concentrated in vacuo to a reasonable volume of DCM. This DCM solution was then applied to a silica gel column for purification, eluting with a gradient of 10-50% EtOAc in hexanes to give the title compound. MS: m/z=314 (M+23). the reaction a complete consumption of secondary amine The reaction mixture was then concentrated in vacuo to a reasonable volume of DCM This DCM solution was then applied to a silica gel column for purification eluting with a gradient of 10-50% EtOAc in hexanes

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

Procedure: To the DCM solution of (1R) —N-allylindan-1-amine (prepared in Step A), cooled to −20° C., was added 3-chloro-2,2-dimethylpropanoyl chloride (872 mg, 5.63 mmol). After allowing the reaction to sit at −20° C. for 14 hours LCMS analysis indicated a complete consumption of secondary amine. The reaction mixture was then concentrated in vacuo to a reasonable volume of DCM. This DCM solution was then applied to a silica gel column for purification, eluting with a gradient of 10-50% EtOAc in hexanes to give the title compound. MS: m/z=314 (M+23). the reaction a complete consumption of secondary amine The reaction mixture was then concentrated in vacuo to a reasonable volume of DCM This DCM solution was then applied to a silica gel column for purification eluting with a gradient of 10-50% EtOAc in hexanes

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

Procedure: To a solution of (1R)-indan-1-amine (1.00 g, 7.51 mmol) and triethylamine (1.52 g, 15.0 mmol) in DCM (75 mL) was added allyl bromide (1.36 g, 11.3 mmol) and the mixture was allowed to stir at ambient temperature for 3 days. An additional 1.5 equivalents of allyl bromide and 0.5 equivalents of triethylamine were then added, and the reaction mixture was stirred an additional 24 hours. LCMS analysis now indicates the reaction mixture is a 27:35:38 mixture of starting material:desired product:bis-allylation product. Use this solution as is. the reaction mixture was stirred an additional 24 hours a 27:35:38 mixture of starting material

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

Procedure: To the DCM solution of (1R) —N-allylindan-1-amine (prepared in Step A), cooled to −20° C., was added 3-chloro-2,2-dimethylpropanoyl chloride (872 mg, 5.63 mmol). After allowing the reaction to sit at −20° C. for 14 hours LCMS analysis indicated a complete consumption of secondary amine. The reaction mixture was then concentrated in vacuo to a reasonable volume of DCM. This DCM solution was then applied to a silica gel column for purification, eluting with a gradient of 10-50% EtOAc in hexanes to give the title compound. MS: m/z=314 (M+23). the reaction a complete consumption of secondary amine The reaction mixture was then concentrated in vacuo to a reasonable volume of DCM This DCM solution was then applied to a silica gel column for purification eluting with a gradient of 10-50% EtOAc in hexanes

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

Procedure: To a solution of (1R)-indan-1-amine (1.00 g, 7.51 mmol) and triethylamine (1.52 g, 15.0 mmol) in DCM (75 mL) was added allyl bromide (1.36 g, 11.3 mmol) and the mixture was allowed to stir at ambient temperature for 3 days. An additional 1.5 equivalents of allyl bromide and 0.5 equivalents of triethylamine were then added, and the reaction mixture was stirred an additional 24 hours. LCMS analysis now indicates the reaction mixture is a 27:35:38 mixture of starting material:desired product:bis-allylation product. Use this solution as is. the reaction mixture was stirred an additional 24 hours a 27:35:38 mixture of starting material