2-(3-Amino-4-benzyloxyphenyl)acetic acid dipropylamide → HCID 22165977, compound

HRID 1032521Notes

Reaction equation

HRID 1032521 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:18][CH2:19][N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[CH:12]=[CH:13][C:14]=1[N+:15]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CCC)C(=O)CC1C=CC(OCC2C=CC=CC=2)=C(N)C=1)CC>>[NH2:15][C:14]1[CH:13]=[CH:12][C:11]([CH2:18][CH2:19][N:20]([CH2:21][CH2:22][CH3:23])[CH2:24][CH2:25][CH3:26])=[CH:10][C:9]=1[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 136292992-(3-Amino-4-benzyloxyphenyl)acetic acid dipropylamideHCID 22166004HCID 22166004, compound

Product 1

HCID 22165977HCID 22165977, compoundYield 70.1%

Procedure

10.9 g of N-[2-(3-benzyloxy-4-nitrophenyl)ethyl]-N,N-dipropylamine is hydrogenated analogously to the production of 2-(3-amino-4-benzyloxyphenyl)acetic acid dipropylamide and the product chromatographed on silica gel with methylene chloride/acetone (1:1), thus obtaining 7.0 g of N-[2-(4-amino-3-benzyloxyphenyl)ethyl]-N,N-dipropylamine as an oil.

Workup

  1. customthe product chromatographed on silica gel with methylene chloride/acetone (1:1)

Sources & evidence

ORD record
ord-47b297f4c34d49b1aadcb71a24ede4b0
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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