Lithium hydroxide, monohydrate → HCID 178488577, compound

HRID 1645367Notes

Reaction equation

HRID 1645367 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21]([C:23]3[NH:24][C:25]4[C:30]([C:31]=3[CH3:32])=[CH:29][CH:28]=[CH:27][C:26]=4[O:33][CH3:34])=[O:22])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C[O:36][C:37]([C@H:39]1[CH2:44][CH2:43][C@H:42]([C:45](O)=[O:46])[CH2:41][CH2:40]1)=[O:38].O[Li].O>>[CH3:34][O:33][C:26]1[CH:27]=[CH:28][CH:29]=[C:30]2[C:25]=1[NH:24][C:23]([C:21]([NH:20][C:17]1[CH:18]=[CH:19][C:14]([CH:11]3[CH2:10][CH2:9][N:8]([C:45]([C@H:42]4[CH2:41][CH2:40][C@H:39]([C:37]([OH:38])=[O:36])[CH2:44][CH2:43]4)=[O:46])[CH2:13][CH2:12]3)=[CH:15][CH:16]=1)=[O:22])=[C:31]2[CH3:32]

Participants

4

Reactant 3

HCID 168937Lithium hydroxide, monohydrateHCID 66772397HCID 66772397, compoundHCID 178501163HCID 178501163, compound

Product 1

HCID 178488577HCID 178488577, compound

Procedure

With a procedure similar to the example above, trans-4-(4-{4-[(7-methoxy-3-methyl-1H-indole-2-carbonyl)-amino]-phenyl}-piperidine-1-carbonyl)-cyclohexanecarboxylic acid was prepared from 4-{4-[(7-methoxy-3-methyl-1H-indole-2-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid tert-butyl ester and trans-cyclohexane-1,4-dicarboxylic acid monomethyl ester, followed by a standard LiOH—H2O saponification procedure to remove the methyl ester. LCMS calcd for C30H35N3O5 (m/e) 517, obsd 518 (M+H).

Workup

  1. customto remove the methyl ester

Sources & evidence

ORD record
ord-62c3b7d6c87d4d6f9288732e0150d259
Source dataset
uspto-grants-2012_02
Patent number
US08124766B2

Reaction notes

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