3-(Piperazin-1-yl)pyridazine → 5-chloro-3-(2-methoxyphenyl)-3-[2-oxo-2-(4-pyridazin-3-ylpiperazin-1-yl)ethyl]-1,3-dihydro-2H-indol-2-one

HRID 1662634Notes

Reaction equation

HRID 1662634 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([CH2:20][C:21](O)=[O:22])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19].[N:24]1([C:30]2[N:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19])[CH2:20][C:21](=[O:22])[N:27]1[CH2:28][CH2:29][N:24]([C:30]2[N:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 110649653-(Piperazin-1-yl)pyridazineHCID 21925457HCID 21925457, compound

Product 1

HCID 674298415-chloro-3-(2-methoxyphenyl)-3-[2-oxo-2-(4-pyridazin-3-ylpiperazin-1-yl)ethyl]-1,3-dihydro-2H-indol-2-oneYield 34.3%

Procedure

With 800 mg of [5-chloro-3-(2-methoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]acetic acid, which is the compound described in Preparation 1.1 of the brochure Publication No. WO03/008407, and 677 mg of 3-piperazin-1-yl pyridazin as starting materials, 395 mg of the title compound (colorless solid) was obtained by a similar method to Step 45-1.

Workup

  1. customdescribed in Preparation 1.1 of the brochure Publication No

Sources & evidence

ORD record
ord-d6487068a5b94f43a3de5ace7b04f567
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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