Cis tert-Butyl 4-aminocyclohexylcarbamate → HCID 66818715, compound

HRID 1024712Notes

Reaction equation

HRID 1024712 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:11]=[C:12]([CH:16]=[C:17]([O:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][N:21]=3)[CH:18]=2)[C:13]([OH:15])=O)=[N:7][CH:8]=1)#[N:2].[C:28]([O:32][C:33](=[O:42])[NH:34][CH:35]1[CH2:40][CH2:39][CH:38]([NH2:41])[CH2:37][CH2:36]1)([CH3:31])([CH3:30])[CH3:29]>>[C:28]([O:32][C:33](=[O:42])[NH:34][CH:35]1[CH2:36][CH2:37][CH:38]([NH:41][C:13](=[O:15])[C:12]2[CH:11]=[C:10]([O:9][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][N:7]=3)[CH:18]=[C:17]([O:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][N:21]=3)[CH:16]=2)[CH2:39][CH2:40]1)([CH3:31])([CH3:29])[CH3:30]

Participants

3

Reactant 2

HCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamateHCID 66818067HCID 66818067, compound

Product 1

HCID 66818715HCID 66818715, compound

Procedure

Following the procedure of Example 5(c) 3,5-bis-(5-cyano-pyridin-2-yloxy)-benzoic acid 0.35 g (0.97 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.2 g, 0.97 mmol) were used to afford 0.4 g. of the required product. 1H NMR (DMSO-d6): δ 1.47 (9H, s), 1.72 (5H, m), 1.82 (3H, m), 3.20 (1H, m), 3.72 (1H, m), 6.74 (1H, m), 7.18 (1H, d), 7.32 (1H, s), 7.50 (1H, brs), 7.59 (1H, s), 8.08 (1H, brs), 8.30 (2H, dd), 8.39 (1H, dd), 8.67 (2H, d).

Workup

  1. customto afford 0.4 g

Sources & evidence

ORD record
ord-8b513a64171d405cb5495c1e7c0bdf57
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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