4-Chloroaniline → 2-(4-Methoxyphenyl)propionamide

HRID 1955810Notes

Reaction equation

HRID 1955810 reaction equation
CC(C(N[C@@:8]([CH3:20])([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)[C:9](O)=[O:10])=O)(C)C.ClC1C=CC([NH2:26])=CC=1>>[CH3:20][CH:8]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)[C:9]([NH2:26])=[O:10]

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 69968462(S)-alpha-[N-[(1,1-Dimethylethyl)carbonyl]amino]-4-methoxy-alpha-methylbenzeneacetic acid

Product 1

HCID 202698892-(4-Methoxyphenyl)propionamide

Procedure

(S)-α-[N-[(1,1-Dimethylethyl)carbonyl]amino]-α-methyl-4-methoxybenzeneacetic acid (preparation described in step A of Example 101) was condensed with 4-chloroaniline following the procedure described in step A of Example 99. Pure (S)-N-(4-chlorophenyl)-α-[N-[(1,1-dimethylethyl)carbonyl]]-amino!-α-methyl-4-methoxybenzeneacetamide, obtained after chromatography on silica gel using 20% EtOAc/hexane as eluant, was converted to the title compound following the procedure described in step A of Example 98.

Sources & evidence

ORD record
ord-1e7d0ad73a5c474d98bb913f70e5b77b
Source dataset
uspto-grants-1998_07
Patent number
US05776983

Reaction notes

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