Cis tert-Butyl 4-aminocyclohexylcarbamate → HCID 66818239, compound

HRID 1024758Notes

Reaction equation

HRID 1024758 reaction equation
[Cl:1][C:2]1[CH:26]=[C:25]([C:27]#[N:28])[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=2)[CH:13]=1)[C:8](O)=[O:9].[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:8](=[O:9])[C:7]2[CH:11]=[C:12]([O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]#[N:22])=[CH:19][CH:20]=3)[CH:13]=[C:5]([O:4][C:3]3[CH:23]=[CH:24][C:25]([C:27]#[N:28])=[CH:26][C:2]=3[Cl:1])[CH:6]=2)[CH2:40][CH2:41]1)([CH3:32])([CH3:30])[CH3:31]

Participants

3

Reactant 2

HCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamateHCID 66818463HCID 66818463, compound

Product 1

HCID 66818239HCID 66818239, compoundYield 80.2%

Procedure

Following the procedure of Example 5(c) 3-(2-chloro-4-cyano phenoxy)-5-(4-cyano phenoxy)benzoic acid 1.0 g (2.55 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.54 g, 2.55 mmol) were used to afford 1.2 g of the required product. 1H NMR (DMSO-d6): δ 1.24 (4H, m), 1.38 (9H, s), 1.8 (4H, m), 3.2 (1H, m), 3.68 (1H, m), 6.76 (1H, d), 7.22 (4H, m), 7.5 (2H, s), 7.88 (3H, m), 8.26 (1H, d), 8.38 (1H, d).

Sources & evidence

ORD record
ord-315b3920666d4a3ebd93114f9b9b0a00
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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