1,3-Benzodioxol-5-amine → 2-(4-Methoxyphenyl)propionamide

HRID 1955807Notes

Reaction equation

HRID 1955807 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.C1OC2C=CC([NH2:26])=CC=2O1>>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH:8]([CH3:20])[C:9]([NH2:26])=[O:10])=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 843101,3-Benzodioxol-5-amineHCID 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]-4-methoxy-α-methylbenzeneacetic acid (preparation described in step A of Example 101) was condensed with 3,4-(methylenedioxy)aniline following the procedure described in step A of Example 99. Pure (S)-N-(1,3-benzodioxol-5-yl)-α-[N-[(1,1-dimethylethyl)carbonyl]]amino!-4-methoxy-α-methyl-benzeneacetamide, obtained after chromatography on silica gel using 30% 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-7510149ed192430ea0ba7657102135c4
Source dataset
uspto-grants-1998_07
Patent number
US05776983

Reaction notes

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