Lithium Hydroxide → (S)-8-(2-Amino-6-((R)-1-(3,4-dimethyl-3''-(methylsulfonyl)-[1,1':3',1''-terphenyl]-4'-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid

HRID 1499230Notes

Reaction equation

HRID 1499230 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:22][CH2:21][C:11]3([CH2:15][NH:14][C@H:13]([C:16]([O:18]CC)=[O:17])[CH2:12]3)[CH2:10][CH2:9]2)[CH:5]=[C:4]([O:23][C@H:24]([C:29]2[CH:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[C:37]([CH3:42])[CH:36]=3)=[CH:31][C:30]=2[C:43]2[CH:48]=[CH:47][CH:46]=[C:45]([S:49]([CH3:52])(=[O:51])=[O:50])[CH:44]=2)[C:25]([F:28])([F:27])[F:26])[N:3]=1.[Li+].[OH-]>>[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:9][CH2:10][C:11]3([CH2:15][NH:14][C@H:13]([C:16]([OH:18])=[O:17])[CH2:12]3)[CH2:21][CH2:22]2)[CH:5]=[C:4]([O:23][C@H:24]([C:29]2[CH:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[C:37]([CH3:42])[CH:36]=3)=[CH:31][C:30]=2[C:43]2[CH:48]=[CH:47][CH:46]=[C:45]([S:49]([CH3:52])(=[O:51])=[O:50])[CH:44]=2)[C:25]([F:28])([F:26])[F:27])[N:3]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 131734253HCID 131734253, compound

Product 1

HCID 117952284(S)-8-(2-Amino-6-((R)-1-(3,4-dimethyl-3''-(methylsulfonyl)-[1,1':3',1''-terphenyl]-4'-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid

Procedure

Hydrolysis of (S)-ethyl 8-(2-amino-6-((R)-1-(3,4-dimethyl-3″-(methylsulfonyl)-[1,1′:3′,1″-terphenyl]-4′-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylate using the LiOH general method provided the title compound as an off-white solid.

Sources & evidence

ORD record
ord-91ccaec668f449f48888ba67746ecdc2
Source dataset
uspto-grants-2015_12
Patent number
US09199994B2

Reaction notes

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