Lithium Hydroxide → 2-methyl-2-(4-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)piperidin-1-yl)propanoic acid

HRID 1946039Notes

Reaction equation

[CH3:1][C:2]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[N:16]([CH3:40])[C:17]3[C:22]([N:23]=2)=[C:21]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[N:20]=[C:19]([N:30]2[C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=4[N:32]=[C:31]2[CH3:39])[N:18]=3)[CH2:10][CH2:9]1)([CH3:7])[C:3]([O:5]C)=[O:4].[OH-].[Li+]>>[CH3:7][C:2]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[N:16]([CH3:40])[C:17]3[C:22]([N:23]=2)=[C:21]([N:24]2[CH2:25][CH2:26][O:27][CH2:28][CH2:29]2)[N:20]=[C:19]([N:30]2[C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=4[N:32]=[C:31]2[CH3:39])[N:18]=3)[CH2:10][CH2:9]1)([CH3:1])[C:3]([OH:5])=[O:4]

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 59605359methyl 2-methyl-2-(4-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)piperidin-1-yl)propanoate

Product 1

HCID 596060192-methyl-2-(4-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)piperidin-1-yl)propanoic acid

Procedure

Following the procedure for 506, the methyl ester of methyl 2-methyl-2-(4-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)piperidin-1-yl)propanoate 507 was hydrolyzed with lithium hydroxide to give 525. LCMS m/z: 267.2 (2M+H+)

Sources & evidence

ORD record: ord-9f18589d41c14bb5a3f2d73a664a2409
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08394796B2

Reaction notes

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