Cis tert-Butyl 4-aminocyclohexylcarbamate → HCID 66818473, compound

HRID 1024734Notes

Reaction equation

HRID 1024734 reaction equation
[C:1]([O:5][C:6]([CH:8]([NH2:35])[C:9]1[CH:34]=[CH:33][C:12]([CH2:13][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](O)=[O:19])=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:36]([O:40][C:41](=[O:50])[NH:42][CH:43]1[CH2:48][CH2:47][CH:46]([NH2:49])[CH2:45][CH2:44]1)([CH3:39])([CH3:38])[CH3:37]>>[C:36]([O:40][C:41](=[O:50])[NH:42][CH:43]1[CH2:44][CH2:45][CH:46]([NH:49][C:18](=[O:19])[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][CH2:13][C:12]3[CH:11]=[CH:10][C:9]([CH:8]([C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])[NH2:35])=[CH:34][CH:33]=3)[CH:16]=2)[CH2:47][CH2:48]1)([CH3:39])([CH3:37])[CH3:38]

Participants

3

Reactant 2

HCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamateHCID 66818695HCID 66818695, compound

Product 1

HCID 66818473HCID 66818473, compoundYield 80%

Procedure

Following the procedure of Example 5(c) 3-(4-(tert-butoxycarbonyl aminomethyl)benzyloxy)-5-(4-cyano phenoxy)benzoic acid 1.1 g (2.31 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.494 g, 2.31 mmol) were used to afford 1.24 g of the required product. 1H NMR (DMSO-d6): δ 1.2 (4H, m), 1.4 (18H, s), 1.8 (4H, m), 3.2 (1H, m), 3.7 (1H, m), 4.1 (2H, d), 5.15 (2H, s), 6.74 (1H, d), 6.88 (1H, s), 7.12 (2H, d), 7.18 (1H, s), 7.26 (2H, d), 7.4 (4H, d), 7.86 (2H, d), 8.26 (1H, d).

Sources & evidence

ORD record
ord-96a8dcabfb5d4704a02fc8a03d9ef04e
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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