Ethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate → 2-(2-(Hydroxymethyl)phenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide

HRID 391684Notes

Reaction equation

HRID 391684 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][C:17]1[N:25]=[C:24]2[C:20]([NH:21][C:22](=[O:34])[N:23]2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][CH3:33])=[C:19]([C:35]([NH2:37])=[O:36])[N:18]=1)(C(C)(C)C)(C)C.[Si](OCC1C=CC=CC=1NC1N=C2C(NC(=O)N2C2C=CC=CC=2OC)=C(C(OCC)=O)N=1)(C(C)(C)C)(C)C>CO.N>[OH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][C:17]1[N:25]=[C:24]2[C:20]([NH:21][C:22](=[O:34])[N:23]2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][CH3:33])=[C:19]([C:35]([NH2:37])=[O:36])[N:18]=1

Participants

5

Procedure

2-(2-((tert-Butyldimethylsilyloxy)methyl)phenylamino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxamide. Ethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenyl-amino)-9-(2-methoxyphenyl)-8-oxo-8,9-dihydro-7H-purine-6-carboxylate (0.190 g, 3.97 mmol) was dissolved in methanol (15 mL) and saturated with ammonia gas according to General Procedure G. After 16 h, the solution was condensed under reduced pressure to afford the title compound (0.150 g, 90%). MS (ESI) m/z 521.6. [M+1]+.

Workup

  1. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-f869bf28a24d49baa0ef46cb6fd13556
Source dataset
uspto-grants-2013_02
Patent number
US08383634B2

Reaction notes

Loading…