Hydrazine, ethyl-, ethanedioate (1:1) → 3-(2,4-Dichlorophenyl)-9-difluoromethyl-6-(2-ethyl-2H-pyrazol-3-yl)-1-methyl-1,9-dihydropyrido[2,3-b]indol-2-one

HRID 559257Notes

Reaction equation

HRID 559257 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:31](=[O:32])[N:30]([CH3:33])[C:12]2[N:13]([CH:27]([F:29])[F:28])[C:14]3[C:19]([C:11]=2[CH:10]=1)=[CH:18][C:17]([C:20](=O)/[CH:21]=[CH:22]/[N:23](C)C)=[CH:16][CH:15]=3.C(O)(=O)C(O)=O.[CH2:40]([NH:42]N)[CH3:41]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:31](=[O:32])[N:30]([CH3:33])[C:12]2[N:13]([CH:27]([F:28])[F:29])[C:14]3[C:19]([C:11]=2[CH:10]=1)=[CH:18][C:17]([C:20]1[N:42]([CH2:40][CH3:41])[N:23]=[CH:22][CH:21]=1)=[CH:16][CH:15]=3

Participants

3

Reactant 2

HCID 96181Hydrazine, ethyl-, ethanedioate (1:1)HCID 669979273-(2,4-dichlorophenyl)-9-difluoromethyl-6-((E)-3-dimethylaminoacryloyl)-1-methyl-1,9-dihydropyrido[2,3-b]indol-2-one

Product 1

HCID 669982733-(2,4-Dichlorophenyl)-9-difluoromethyl-6-(2-ethyl-2H-pyrazol-3-yl)-1-methyl-1,9-dihydropyrido[2,3-b]indol-2-one

Procedure

The process is carried out as indicated in Example 37 above, with compound B, 3-(2,4-dichlorophenyl)-9-difluoromethyl-6-((E)-3-dimethylaminoacryloyl)-1-methyl-1,9-dihydropyrido[2,3-b]indol-2-one, and ethylhydrazine oxalate.

Sources & evidence

ORD record
ord-e5b348c6b90545178d31613b78a06126
Source dataset
uspto-grants-2011_11
Patent number
US08063061B2

Reaction notes

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