1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 70074745, compound

HRID 344554Notes

Reaction equation

HRID 344554 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[OH:24])=[O:17])[CH2:7][CH2:6]1.[NH2:25][C:26]1[C:34]([Cl:35])=[CH:33][C:29]([C:30](O)=[O:31])=[C:28]([O:36][CH3:37])[CH:27]=1.ON1C2C=CC=CC=2N=N1.C(N=C=NCCCN(C)C)C>C(N(CC)CC)C>[ClH:35].[NH2:25][C:26]1[C:34]([Cl:35])=[CH:33][C:29]([C:30]([NH:3][CH2:4][CH:5]2[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[OH:24])=[O:17])[CH2:7][CH2:6]2)=[O:31])=[C:28]([O:36][CH3:37])[CH:27]=1

Participants

6

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 816264-Amino-5-chloro-2-methoxybenzoic acidHCID 70075020HCID 70075020, compound

Product 1

HCID 70074745HCID 70074745, compoundYield 107.8%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-Aminomethyl-1-(6-(2-hydroxyphenyl)-6-oxohexyl)piperidine dihydrochloride (1.54 g) as a starting compound, 4-amino-5-chloro-2-methoxybenzoic acid (0.82 g), triethylamine (1.7 ml), 1-hydroxybenzotriazole (0.58 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (0.82 g) were reacted and purified in the same manner as in Example 270 to give 1.15 g of 4-amino-5-chloro-2-methoxy-N-((1-(6-(2-hydroxyphenyl)-6-oxohexyl)piperidin-4-yl)methyl)benzamide hydrochloride, m.p. 143°-145° C.

Workup

  1. custompurified in the same manner as in Example 270

Sources & evidence

ORD record
ord-95f411cc87f643669b55be6607560bb0
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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