4-(Z-amino)cyclohexanol → HCID 66818757, compound

HRID 1024795Notes

Reaction equation

HRID 1024795 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:34]=[CH:33][C:13]([O:14][C:15]2[CH:16]=[C:17]([CH:21]=[C:22]([O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]#[N:32])=[CH:27][CH:26]=3)[CH:23]=2)[C:18]([OH:20])=[O:19])=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:35]([O:42][C:43](=[O:52])[NH:44][CH:45]1[CH2:50][CH2:49][CH:48](O)[CH2:47][CH2:46]1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>>[CH2:35]([O:42][C:43]([NH:44][CH:45]1[CH2:50][CH2:49][CH:48]([O:19][C:18](=[O:20])[C:17]2[CH:21]=[C:22]([O:24][C:25]3[CH:26]=[CH:27][C:28]([C:31]#[N:32])=[CH:29][CH:30]=3)[CH:23]=[C:15]([O:14][C:13]3[CH:33]=[CH:34][C:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])=[CH:11][CH:12]=3)[CH:16]=2)[CH2:47][CH2:46]1)=[O:52])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

3

Reactant 2

HCID 51750654-(Z-amino)cyclohexanolHCID 66818851HCID 66818851, compound

Product 1

HCID 66818757HCID 66818757, compoundYield 39.1%

Procedure

Following the procedure of Example 9(e) 3-[4-(tert-butoxycarbonylamino-methyl)-phenoxy]-5-(4-cyano-phenoxy)-benzoic acid (0.85 g, 1.85 mmol) and (4-hydroxy-cyclohexyl)-carbamic acid benzyl ester (0.50 g, 2.03 mmol) were used to afford 0.5 g of the required product. Percentage purity (LCMS): 67.0%, (M+1) 691.2+1.

Sources & evidence

ORD record
ord-ce8662f87b6549879a5bc0b1d9152008
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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