Cis tert-Butyl 4-aminocyclohexylcarbamate → HCID 66818751, compound

HRID 1024731Notes

Reaction equation

HRID 1024731 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][CH:28]=1)[CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:14]=[C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)[CH:16]=1)[C:11](O)=[O:12])#[N:2].[C:29]([O:33][C:34](=[O:43])[NH:35][CH:36]1[CH2:41][CH2:40][CH:39]([NH2:42])[CH2:38][CH2:37]1)([CH3:32])([CH3:31])[CH3:30]>>[C:29]([O:33][C:34](=[O:43])[NH:35][CH:36]1[CH2:37][CH2:38][CH:39]([NH:42][C:11](=[O:12])[C:10]2[CH:14]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[CH:16]=[C:8]([O:7][CH2:6][C:5]3[CH:26]=[CH:27][CH:28]=[C:3]([C:1]#[N:2])[CH:4]=3)[CH:9]=2)[CH2:40][CH2:41]1)([CH3:32])([CH3:30])[CH3:31]

Participants

3

Reactant 2

HCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamateHCID 66818710HCID 66818710, compound

Product 1

HCID 66818751HCID 66818751, compoundYield 74%

Procedure

Following the procedure of Example 5(c) 3-(3-cyano benzyloxy)-5-(4-cyano phenoxy)benzoic acid 0.46 g (1.24 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.265 g, 1.24 mmol) were used to afford 0.52 g of the required product. 1H NMR (DMSO-d6): δ 1.25 (4H, m), 1.40 (9H, s), 1.8 (4H, m), 3.2 (1H, m), 3.7 (1H, m), 5.25 (2H, s), 6.74 (1H, d), 7.02 (1H, s), 7.32 (2H, d), 7.22 (1H, s), 7.44 (1H, s), 7.64 (1H, m), 7.84 (4H, m), 7.95 (1H, s), 8.3 (1H, d).

Sources & evidence

ORD record
ord-b6363387220444f0ade790a7852ed3d2
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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