Methanol → HCID 68868389, compound

HRID 1984854Notes

Reaction equation

HRID 1984854 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([CH2:28][CH:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([C:15](=[O:27])[NH:16][CH:17]1[CH2:22][CH2:21][CH:20]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:19][CH2:18]1)[CH:9]=2)=[O:4].CO.[Li+].[OH-]>C1COCC1>[C:23]([CH:20]1[CH2:19][CH2:18][CH:17]([NH:16][C:15]([C:10]2[CH:9]=[C:8]3[C:13]([CH:14]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=[C:7]3[CH2:28][CH:29]3[CH2:30][CH2:31][CH2:32][CH2:33]3)=[CH:12][CH:11]=2)=[O:27])[CH2:22][CH2:21]1)([CH3:26])([CH3:24])[CH3:25]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 68871420HCID 68871420, compound

Product 1

HCID 68868389HCID 68868389, compoundYield 118.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 7-(4-tert-butyl-cyclohexylcarbamoyl)-1-cyclopentylmethyl-isoquinoline-3-carboxylic acid methyl ester (57 mg, 0.126 mmol) in THF:MeOH was treated with an aq. solution of LiOH (26 mg, 0.632 mmol) via the general procedure I to give 65 mg of 7-(4-tert-butyl-cyclohexylcarbamoyl)-1-cyclopentylmethyl-isoquinoline-3-carboxylic acid. This was used directly for the next step.

Sources & evidence

ORD record
ord-876a81464692484fb23a18bf8766183b
Source dataset
uspto-grants-2009_06
Patent number
US07544699B2

Reaction notes

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