Hydrochloric Acid → HCID 57850804, compound

HRID 736664Notes

Reaction equation

HRID 736664 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([S:26][C:27]1[C:35]([Br:36])=[CH:34][C:30]3[O:31][CH2:32][O:33][C:29]=3[CH:28]=1)[N:6]2[CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]1.Cl>C(OCC)(=O)C>[Br:36][C:35]1[C:27]([S:26][C:5]2[N:6]([CH2:11][CH2:12][CH:13]3[CH2:18][CH2:17][CH2:16][NH:15][CH2:14]3)[C:7]3[C:3]([N:4]=2)=[C:2]([NH2:1])[N:10]=[CH:9][N:8]=3)=[CH:28][C:29]2[O:33][CH2:32][O:31][C:30]=2[CH:34]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57850037HCID 57850037, compound

Product 1

HCID 57850804HCID 57850804, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of tert-Butyl 3-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carboxylate (0.03 g) in ethyl acetate (10 mL) was added 6N HCl (5 mL) at room temperature and stirring was continued at rt for 1-16 h. The solvent and the excess hydrochloric acid was evaporated to dryness. The oily residue was co-evaporated with toluene (3×5 mL) to afford title product as hydrochloride salt. 1H NMR (CD3OD) δ 8.38 (s, 1H), 7.29 (s, 1H), 7.26 (s, 1H), 6.10 (s, 2H), 4.43-4.41 (m, 2H), 3.49-3.46 (m, 1H), 2.95-2.92 (m, 1H), 2.80-2.65 (m, 2H), 1.92-1.76 (m, 4H), 1.39-1.23 (m, 4H); TOF LC-MS [M+H]+] 477.1

Workup

  1. customThe solvent and the excess hydrochloric acid was evaporated to dryness

Sources & evidence

ORD record
ord-858b382d3636466496cdd41a609ff875
Source dataset
uspto-grants-2009_09
Patent number
US07595401B2

Reaction notes

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