6-Methoxy3-oxoindan-1-carbonyl chloride → 1-(6-Methoxy-3-oxoindan-1-carbonyl)-2-(pyrrolidin-1-ylmethyl)piperidine hydrochloride

HRID 326728Notes

Reaction equation

HRID 326728 reaction equation
Cl.Cl.[N:3]1([CH2:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][NH:10]2)[CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:15][O:16][C:17]1[CH:25]=[C:24]2[C:20]([C:21](=[O:29])[CH2:22][CH:23]2[C:26]([Cl:28])=[O:27])=[CH:19][CH:18]=1>C(N(CC)CC)C>[ClH:28].[CH3:15][O:16][C:17]1[CH:25]=[C:24]2[C:20]([C:21](=[O:29])[CH2:22][CH:23]2[C:26]([N:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH:9]2[CH2:8][N:3]2[CH2:7][CH2:6][CH2:5][CH2:4]2)=[O:27])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 189150696-Methoxy3-oxoindan-1-carbonyl chlorideHCID 189151202-(1-Pyrrolidinylmethyl)piperidine dihydrochloride

Product 1

HCID 189150361-(6-Methoxy-3-oxoindan-1-carbonyl)-2-(pyrrolidin-1-ylmethyl)piperidine hydrochlorideYield 36.5%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

From 1.21 g of 2-(pyrrolidin-1-ylmethyl)piperidine dihydrochloride. 1.35 g of 6-methoxy-3-oxoindan-1-carbonyl chloride and 2.79 ml of triethylamine. 0.72 g of the title compound was obtained, melting at 210°-228° C. (dec) using a procedure similar to that in Example 2.

Sources & evidence

ORD record
ord-ef46843c6c4d44c2ab8c7ad3f22fff36
Source dataset
uspto-grants-1993_12
Patent number
US05270327

Reaction notes

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