2-(2-bromoethyl)oxane

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

Procedure: A mixture of 2-amino-4,5-dimethylthiazole and 2-(bromoethyl)tetrahydro-2H-pyran were processed as described in Example 2A to afford the title compound, 1H NMR (300 MHz, DMSO-d6) δ ppm 1.13-1.31 (m, 1 H), 1.36-1.52 (m, 3 H), 1.64-1.85 (m, 2 H), 2.18 (d, J=4 Hz, 6 H), 3.19-3.33 (m, 1 H), 3.49-3.63 (m, 1 H), 3.77-3.89 (m, 1 H), 3.94-4.02 (m, 2 H), 9.34 (s, 2 H); MS (DCI/NH3) m/z 227 (M+H)+.

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

Procedure: A mixture of 2-amino-4,5-dimethylthiazole and 2-(bromoethyl)tetrahydro-2H-pyran were processed as described in Example 2A to afford the title compound, 1H NMR (300 MHz, DMSO-d6) δ ppm 1.13-1.31 (m, 1 H), 1.36-1.52 (m, 3 H), 1.64-1.85 (m, 2 H), 2.18 (d, J=4 Hz, 6 H), 3.19-3.33 (m, 1 H), 3.49-3.63 (m, 1 H), 3.77-3.89 (m, 1 H), 3.94-4.02 (m, 2 H), 9.34 (s, 2 H); MS (DCI/NH3) m/z 227 (M+H)+.

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

Procedure: Prepared similarly to Intermediate 213 from 2-{[(1R)-1-methylbutyl]oxy}-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 2-(2-bromoethyl)tetrahydro-2H-pyran.

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

Procedure: Prepared similarly to Intermediate 243 from 2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 2-(2-bromoethyl)tetrahydro-2H-pyran.

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

Procedure: Prepared similarly to Intermediate 216 from 2-[(2-cyclopropylethyl)oxy]-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 2-(2-bromoethyl)tetrahydro-2H-pyran.

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

Procedure: Prepared similarly to Intermediate 216 from 2-[(2-cyclopropylethyl)oxy]-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 2-(2-bromoethyl)tetrahydro-2H-pyran.

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

Procedure: A mixture of 2-amino-4,5-dimethylthiazole and 2-(bromoethyl)tetrahydro-2H-pyran were processed as described in Example 2A to afford the title compound, 1H NMR (300 MHz, DMSO-d6) δ ppm 1.13-1.31 (m, 1 H), 1.36-1.52 (m, 3 H), 1.64-1.85 (m, 2 H), 2.18 (d, J=4 Hz, 6 H), 3.19-3.33 (m, 1 H), 3.49-3.63 (m, 1 H), 3.77-3.89 (m, 1 H), 3.94-4.02 (m, 2 H), 9.34 (s, 2 H); MS (DCI/NH3) m/z 227 (M+H)+.

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

Procedure: A mixture of 2-amino-4,5-dimethylthiazole and 2-(bromoethyl)tetrahydro-2H-pyran were processed as described in Example 2A to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.13-1.31 (m, 1H), 1.36-1.52 (m, 3H), 1.64-1.85 (m, 2H), 2.18 (d, J=4 Hz, 6H), 3.19-3.33 (m, 1H), 3.49-3.63 (m, 1H), 3.77-3.89 (m, 1H), 3.94-4.02 (m, 2H), 9.34 (s, 2H); MS (DCI/NH3) m/z 227 (M+H)+.

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

Procedure: Prepared similarly to Intermediate 213 from 2-{[(1R)-1-methylbutyl]oxy}-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 2-(2-bromoethyl)tetrahydro-2H-pyran.

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

Procedure: Prepared similarly to Intermediate 243 from 2-{[(1S)-1-methylbutyl]oxy}-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 2-(2-bromoethyl)tetrahydro-2H-pyran.

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

Procedure: Prepared similarly to Intermediate 216 from 2-[(2-cyclopropylethyl)oxy]-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 2-(2-bromoethyl)tetrahydro-2H-pyran.

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

Procedure: A mixture of 2-amino-4,5-dimethylthiazole and 2-(bromoethyl)tetrahydro-2H-pyran were processed as described in Example 2A to afford the title compound, 1H NMR (300 MHz, DMSO-d6) δ ppm 1.13-1.31 (m, 1 H), 1.36-1.52 (m, 3 H), 1.64-1.85 (m, 2 H), 2.18 (d, J=4 Hz, 6 H), 3.19-3.33 (m, 1 H), 3.49-3.63 (m, 1 H), 3.77-3.89 (m, 1 H), 3.94-4.02 (m, 2 H), 9.34 (s, 2 H); MS (DCI/NH3) m/z 227 (M+H)+.