4-(Z-amino)cyclohexanol → HCID 66818685, compound

HRID 1024794Notes

Reaction equation

HRID 1024794 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]([OH:13])=[O:12])=[CH:5][CH:4]=1)#[N:2].[CH2:28]([O:35][C:36](=[O:45])[NH:37][CH:38]1[CH2:43][CH2:42][CH:41](O)[CH2:40][CH2:39]1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[CH2:28]([O:35][C:36]([NH:37][CH:38]1[CH2:43][CH2:42][CH:41]([O:12][C:11](=[O:13])[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][C:6]3[CH:26]=[CH:27][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[CH:9]=2)[CH2:40][CH2:39]1)=[O:45])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 51750654-(Z-amino)cyclohexanolHCID 66818818HCID 66818818, compound

Product 1

HCID 66818685HCID 66818685, compoundYield 48.6%

Procedure

Following the procedure of Example 9(e) 3,5-bis-(4-cyano-phenoxy)-benzoic acid 1.0 g (2.8 mmol) and (4-hydroxy-cyclohexyl)-carbamic acid benzyl ester (0.69 g, 2.8 mmol) were used to afford 0.8 g of the required product. 1H NMR (DMSO-d6): δ 1.21 (4H, m), 1.32 (4H, m), 3.12 (1H, m), 3.32 (1H, m), 4.51 (2H, s), 5.21 (2H, s), 7.3 (10H, m), 7.89 (2H, d).

Sources & evidence

ORD record
ord-5f914972664c45beb9ca20f59e35672b
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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