1,4-Dioxane hydrochloride → 5-Amino-2-[(2-benzyloxy-cyclohexylcarbamoyl)-methyl]-2H-pyrazole-3-carboxylic acid (2-benzyloxy-cyclohexyl)-amide

HRID 31533Notes

Reaction equation

HRID 31533 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:12]=[C:11]([C:13](=[O:29])[NH:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]2[O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:10]([CH2:30][C:31](=[O:47])[NH:32][CH:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH:34]2[O:39][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[N:9]=1)(C)(C)C.Cl.O1CCOCC1>ClCCl>[CH2:22]([O:21][CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH:15]1[NH:14][C:13]([C:11]1[N:10]([CH2:30][C:31](=[O:47])[NH:32][CH:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH:34]2[O:39][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[N:9]=[C:8]([NH2:7])[CH:12]=1)=[O:29])[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 68870936{5-(2-Benzyloxy-cyclohexylcarbamoyl)-1-[(2-benzyloxy-cyclohexylcarbamoyl)-methyl]-1H-pyrazol-3-yl}-carbamic acid tert-butyl ester

Product 1

HCID 732337715-Amino-2-[(2-benzyloxy-cyclohexylcarbamoyl)-methyl]-2H-pyrazole-3-carboxylic acid (2-benzyloxy-cyclohexyl)-amideYield 96.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {5-(2-Benzyloxy-cyclohexylcarbamoyl)-1-[(2-benzyloxy-cyclohexylcarbamoyl)-methyl]-1H-pyrazol-3-yl}-carbamic acid tert-butyl ester (0.5 gm) in 5 ml of dichloromethane was added 1 ml of 4N hydrochloric acid/dioxane. After stirring for 6 hours the mixture was evaporated to dryness to obtain 0.41 gm of title product as the hydrochloride salt. ESI M+1=560.

Workup

  1. customwas evaporated to dryness

Sources & evidence

ORD record
ord-f0a3b0dacf6a4effb574bf14fa04816e
Source dataset
uspto-grants-2008_09
Patent number
US07425640B2

Reaction notes

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