1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 54106656, compound

HRID 344552Notes

Reaction equation

HRID 344552 reaction equation
Br.Br.[NH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[O:14])[CH2:7][CH2:6]1.[NH2:22][C:23]1[C:31]([Cl:32])=[CH:30][C:26]([C:27](O)=[O:28])=[C:25]([O:33][CH3:34])[CH:24]=1.ON1C2C=CC=CC=2N=N1.C(N=C=NCCCN(C)C)C>C(N(CC)CC)C>[NH2:22][C:23]1[C:31]([Cl:32])=[CH:30][C:26]([C:27]([NH:3][CH2:4][CH:5]2[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][C:13]([C:15]3[CH:16]=[CH:17][C:18]([OH:21])=[CH:19][CH:20]=3)=[O:14])[CH2:7][CH2:6]2)=[O:28])=[C:25]([O:33][CH3:34])[CH:24]=1

Participants

6

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 816264-Amino-5-chloro-2-methoxybenzoic acidHCID 70073364HCID 70073364, compound

Product 1

HCID 54106656HCID 54106656, compoundYield 35.9%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-Aminomethyl-1-(3-(4-hydroxyphenyl)-3-oxopropyl)piperidine dihydrobromide (9.00 g) as a starting compound, 4-amino-5-chloro-2-methoxybenzoic acid (4.28 g), triethylamine (8.82 ml), 1-hydroxybenzotriazole (3.00 g) and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (4.27 g) were reacted and purified in the same manner as in Example 270 to give 3.40 g of 4-amino-5-chloro-2-methoxy-N-((1-(3-(4-hydroxyphenyl)-3-oxopropyl)piperidin-4-yl)methyl)benzamide, m.p. 191°-193° C.

Workup

  1. custompurified in the same manner as in Example 270

Sources & evidence

ORD record
ord-5d07b734b4664a89a4b9d724c01f5966
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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