Ethyl 4-aminocyclohexanecarboxylate → HCID 66818518, compound

HRID 1024789Notes

Reaction equation

HRID 1024789 reaction equation
[C:1]([C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[CH:9]=[C:10]([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]=2)[C:11](O)=[O:12])=[CH:5][CH:4]=1)#[N:2].[CH2:28]([O:30][C:31]([CH:33]1[CH2:38][CH2:37][CH:36]([NH2:39])[CH2:35][CH2:34]1)=[O:32])[CH3:29]>>[CH2:28]([O:30][C:31]([CH:33]1[CH2:38][CH2:37][CH:36]([NH:39][C:11](=[O:12])[C:10]2[CH:9]=[C:8]([O:7][C:6]3[CH:26]=[CH:27][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[CH:16]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[CH:14]=2)[CH2:35][CH2:34]1)=[O:32])[CH3:29]

Participants

3

Reactant 2

HCID 409963Ethyl 4-aminocyclohexanecarboxylateHCID 66818818HCID 66818818, compound

Product 1

HCID 66818518HCID 66818518, compoundYield 37.7%

Procedure

Following the procedure of Example 9(e) 3,5-bis-(4-cyano-phenoxy)-benzoic acid 1.0 g (2.6 mmol) and 4-amino-cyclohexanecarboxylic acid ethyl ester (0.48 g, 2.6 mmol) were used to afford 0.5 g of the required product. 1H NMR (DMSO-d6): δ 1.34 (5H, m), 1.41 (5H, m), 1.92 (4H, m), 2.1 (1H, t), 3.81 (1H, m), 4.12 (2H, q), 7.04 (4H, dd), 7.51 (2H, s), 7.89 (3H, d), 8.41 (1H, d). Percentage purity (HPLC): 89.3%.

Sources & evidence

ORD record
ord-58e2515c4fe146208dc7b7e58ba1b667
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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