5-Methyl-3-oxoindan-1-carbonyl chloride → 4-Methyl 1-(5-methyl-3-oxoindan-1-carbonyl)-2-(pyrrolidin-1-ylmethyl)piperazine dihydrochloride

HRID 1493148Notes

Reaction equation

HRID 1493148 reaction equation
[ClH:1].Cl.Cl.[CH3:4][N:5]1[CH2:10][CH2:9][NH:8][CH:7]([CH2:11][N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:6]1.[CH3:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[CH:23]([C:27]([Cl:29])=[O:28])[CH2:22][C:21]2=[O:30]>C(N(CC)CC)C>[ClH:29].[ClH:1].[CH3:4][N:5]1[CH2:10][CH2:9][N:8]([C:27]([CH:23]2[C:24]3[C:20](=[CH:19][C:18]([CH3:17])=[CH:26][CH:25]=3)[C:21](=[O:30])[CH2:22]2)=[O:28])[CH:7]([CH2:11][N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:6]1

Participants

4

Reactant 2

HCID 157301485-Methyl-3-oxoindan-1-carbonyl chlorideHCID 189151091-Methyl-3-(pyrrolidin-1-ylmethyl)piperazine trihydrochloride

Product 1

HCID 189150254-Methyl 1-(5-methyl-3-oxoindan-1-carbonyl)-2-(pyrrolidin-1-ylmethyl)piperazine dihydrochlorideYield 57.4%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The procedure described in Example 24 was repeated, but using 1.0 g of 1-methyl-3-(pyrrolidin-1-ylmethyl)piperazine trihydrochloride, 2.1 ml of triethylamine and 0.75 g of 5-methyl-3-oxoindan-1-carbonyl chloride, to afford 0.84 g of the title compound, melting at 220°-223° C. (dec.).

Sources & evidence

ORD record
ord-c429ee26088945c9b4531571dabce7ae
Source dataset
uspto-grants-1991_06
Patent number
US05021413

Reaction notes

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