Cis tert-Butyl 4-aminocyclohexylcarbamate → HCID 67606063, compound

HRID 1024749Notes

Reaction equation

HRID 1024749 reaction equation
[C:1]([C:3]1[CH:29]=[CH:28][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-:27])=[O:26])[CH:20]=3)[CH:16]=2)[C:11]([OH:13])=O)=[CH:5][CH:4]=1)#[N:2].[C:30]([O:34][C:35](=[O:44])[NH:36][CH:37]1[CH2:42][CH2:41][CH:40]([NH2:43])[CH2:39][CH2:38]1)([CH3:33])([CH3:32])[CH3:31]>>[C:30]([O:34][C:35](=[O:44])[NH:36][CH:37]1[CH2:38][CH2:39][CH:40]([NH:43][C:11](=[O:13])[C:10]2[CH:14]=[C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-:27])=[O:26])[CH:20]=3)[CH:16]=[C:8]([O:7][C:6]3[CH:28]=[CH:29][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[CH:9]=2)[CH2:41][CH2:42]1)([CH3:33])([CH3:31])[CH3:32]

Participants

3

Reactant 2

HCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamateHCID 66818593HCID 66818593, compound

Product 1

HCID 67606063HCID 67606063, compoundYield 72.8%

Procedure

Following the procedure of Example 5(c) 3-(4-cyano phenoxy)-5-(3-nitro benzyloxy)benzoic acid 1.1 g (2.81 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.6 g, 2.81 mmol) were used to afford 1.2 g of the required product. 1H NMR (DMSO-d6): δ 1.2 (4H, m), 1.4 (9H, s), 1.8 (4H, m), 3.2 (1H, m), 3.7 (1H, m), 5.35 (2H, s), 6.78 (1H, d), 7.04 (1H, s), 7.12 (2H, d), 7.22 (1H, s), 7.46 (1H, s), 7.72 (1H, t), 7.9 (3H, d), 8.2 (1H, d), 8.34 (2H, m).

Sources & evidence

ORD record
ord-c381fc2005c7498289a1b4fb37d8a16f
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

Loading…