6-Aminoquinoline → HCID 58007579, compound

HRID 1094442Notes

Reaction equation

HRID 1094442 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([NH2:11])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[F:12][C:13]([F:24])([F:23])[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]#N)=[CH:16][CH:15]=1.C([O:28][C:29](=O)[C@H:30]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[OH:31])(=O)C>>[OH:31][C@@H:30]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:29]([N:11]([C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[N:1]=[CH:2][CH:3]=[CH:4]2)[CH2:21][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([C:13]([F:24])([F:23])[F:12])=[CH:15][CH:16]=1)=[O:28]

Participants

4

Reactant 3

HCID 113736-AminoquinolineHCID 753594-(Trifluoromethyl)phenylacetonitrileHCID 87431886acetyl (2S)-2-hydroxy-2-phenylacetate

Product 1

HCID 58007579HCID 58007579, compound

Procedure

In analogy to example 104 quinolin-6-ylamine, 4-(trifluoromethyl)phenylacetonitrile & (+)-O-Acetyl-L-Mandelic Acid were successively coupled then hydrolysed to give after silica gel chromatography the target compound. MS(m/e): 451.1 [M+H]+.

Workup

  1. customhydrolysed to give after silica gel chromatography the target compound

Sources & evidence

ORD record
ord-2518aa5431a84838acd37ed5a5dc62a9
Source dataset
uspto-grants-2012_03
Patent number
US08133909B2

Reaction notes

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