Ethyl 4-(2-aminoethyl)benzoate → HCID 14076217, compound

HRID 2210332Notes

Reaction equation

HRID 2210332 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:23][C:24]1[S:25][C:26]([C:30](=[O:33])[CH2:31]Br)=[C:27]([CH3:29])[N:28]=1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(N(CC)CC)C>[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][NH:14][CH2:31][CH:30]([OH:33])[C:26]2[S:25][C:24]([NH:23][C:15](=[O:22])[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[N:28][C:27]=2[CH3:29])=[CH:8][CH:7]=1)([O:3][CH2:4][CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 12945884Ethyl 4-(2-aminoethyl)benzoateHCID 21667689HCID 21667689, compound

Product 1

HCID 14076217HCID 14076217, 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-benzoylamino-4-methyl-5-bromoacetyl-thiazole, followed by reduction and purification of the base on a silica gel column using chloroform/methanol =9:1 as eluant and trituration with petroleum ether.

Workup

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

Sources & evidence

ORD record
ord-79ade9d49bd24b61ac0adcbe90a9f1b2
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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