Acetyl chloride → HCID 68921671, compound

HRID 1785953Notes

Reaction equation

HRID 1785953 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([C@H:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([C:23](=[O:32])[C:24]3[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=3)[C@@H:15]([CH3:33])[CH2:14]2)[C:9](=[O:12])[CH2:10][OH:11])=[CH:4][CH:3]=1.FC1C=C[C:38]([C:39](Cl)=[O:40])=CC=1.C(Cl)(=O)C>>[C:39]([O:11][CH2:10][C:9]([N:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C@H:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([C:23](=[O:32])[C:24]2[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=2)[C@@H:15]([CH3:33])[CH2:14]1)=[O:12])(=[O:40])[CH3:38]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 678794-Fluorobenzoyl chlorideHCID 11684126HCID 11684126, compound

Product 1

HCID 68921671HCID 68921671, compound

Procedure

N-(4-chlorophenyl)-2-hydroxy-N-[(2S,4R)-1-(4-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl]acetamide was made following general procedure G, substituting 4-methoxybenzoyl chloride for 4-fluorobenzoyl chloride. Procedure A was followed further substituting acetoxyacetylchloride for acetyl chloride in the last step to yield 2-{(4-chlorophenyl)[(2S,4R)-1-(4-methoxybenzoyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl]amino}-2-oxoethyl acetate.

Sources & evidence

ORD record
ord-77f9ed3a9e87443c81d3f56ab132efd9
Source dataset
uspto-grants-2009_03
Patent number
US07504508B2

Reaction notes

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