Cis tert-Butyl 4-aminocyclohexylcarbamate → HCID 66818660, compound

HRID 1024735Notes

Reaction equation

HRID 1024735 reaction equation
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([OH:17])[CH:16]=2)[C:11]([OH:13])=O)=[CH:5][CH:4]=1)#[N:2].[C:20]([O:24][C:25](=[O:34])[NH:26][CH:27]1[CH2:32][CH2:31][CH:30]([NH2:33])[CH2:29][CH2:28]1)([CH3:23])([CH3:22])[CH3:21]>>[C:20]([O:24][C:25](=[O:34])[NH:26][CH:27]1[CH2:28][CH2:29][CH:30]([NH:33][C:11](=[O:13])[C:10]2[CH:14]=[C:15]([OH:17])[CH:16]=[C:8]([O:7][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:19][CH:18]=3)[CH:9]=2)[CH2:31][CH2:32]1)([CH3:23])([CH3:21])[CH3:22]

Participants

3

Reactant 2

HCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamateHCID 66818647HCID 66818647, compound

Product 1

HCID 66818660HCID 66818660, compoundYield 37.8%

Procedure

Following the procedure of Example 5(c) 3-(4-cyano phenoxy)-5-hydroxy benzoic acid 0.9 g (3.52 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.75 g, 3.52 mmol) were used to afford 0.6 g of the required product. 1H NMR (DMSO-d6): 1.35 (4H, m), 1.4 (9H, s), 1.8 (4H, m), 3.15 (1H, m), 3.7 (1H, m), 6.62 (1H, s), 6.76 (1H, d), 7.04 (1H, s), 7.16 (3H, m), 7.86 (2H, m), 8.2 (1H, d), 10.0 (1H, s).

Sources & evidence

ORD record
ord-398f821f0aab4b7abd6ab56d132b4fd2
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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