Decahydroquinoline → HCID 66818895, compound

HRID 1024775Notes

Reaction equation

HRID 1024775 reaction equation
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([OH:17])[CH:16]=2)[C:11]([OH:13])=O)=[CH:5][CH:4]=1)#[N:2].[NH:20]1[CH:29]2[CH:24]([CH2:25][CH2:26][CH2:27][CH2:28]2)[CH2:23][CH2:22][CH2:21]1>>[OH:17][C:15]1[CH:16]=[C:8]([CH:9]=[C:10]([C:11]([N:20]2[CH:29]3[CH:24]([CH2:25][CH2:26][CH2:27][CH2:28]3)[CH2:23][CH2:22][CH2:21]2)=[O:13])[CH:14]=1)[O:7][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 92911DecahydroquinolineHCID 66818647HCID 66818647, compound

Product 1

HCID 66818895HCID 66818895, compoundYield 72.4%

Procedure

3-(4-Cyano-phenoxy)-5-hydroxy-benzoic acid (1.5 g, 5.87 mmol) and decahydro-quinoline (0.89 g, 6.45 mmol) and other reagents as described in Example 9(e) were used to afford 1.6 g of the required product. NMR (DMSO-d6): δ 1.35 (6H, m), 1.80 (7H, m), 3.0 (1H, m), 3.6 (1H, m), 4.5 (1H, m), 6.44 (1H, s), 6.54 (2H, m), 7.16 (2H, d), 7.88 (2H, d), 10.1 (1H, brs).

Sources & evidence

ORD record
ord-c3e95a3c257f499d9a0ff33974e470a1
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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