Ethyl 4-(2-aminoethyl)benzoate → HCID 14076218, compound

HRID 477094Notes

Reaction equation

HRID 477094 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][NH2:14])=[CH:8][CH:7]=1)([O:3][CH2:4][CH3:5])=[O:2].[C:15]([NH:18][C:19]1[S:20][C:21]([C:25](=[O:28])[CH2:26]Br)=[C:22]([CH3:24])[N:23]=1)(=[O:17])[CH3:16]>C(N(CC)CC)C>[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][NH:14][CH2:26][CH:25]([OH:28])[C:21]2[S:20][C:19]([NH:18][C:15](=[O:17])[CH3:16])=[N:23][C:22]=2[CH3:24])=[CH:8][CH:7]=1)([O:3][CH2:4][CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 12945884Ethyl 4-(2-aminoethyl)benzoateHCID 19974111N-[5-(2-Bromoacetyl)-4-methyl-2-thiazolyl]acetamide

Product 1

HCID 14076218HCID 14076218, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Prepared analogously to Example 3 by reaction of 2-(4-carboethoxyphenyl)ethylamine and stoichiometric amounts of triethylamine with 2-acetylamino-4-methyl-5-bromoacetyl-thiazole, followed by reduction and purification of the base on a silica gel column using ethyl acetate/methanol=19:1 as eluant and trituration with ether.

Workup

  1. customfollowed by reduction and purification of the base on a silica gel column

Sources & evidence

ORD record
ord-0e894a067615495c877262eae0316c21
Source dataset
uspto-grants-1989_12
Patent number
US04886814

Reaction notes

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