6-chloro-3,3-dimethyl-2,3-dihydro-1H-indol-2-one → 6-[8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamino]-3,3-dimethyl-1,3-dihydro-indol-2-one

HRID 2273013Notes

Reaction equation

HRID 2273013 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:12]3[N:13]([N:17]=[C:18]([NH2:20])[N:19]=3)[CH:14]=[CH:15][N:16]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].Cl[C:22]1[CH:30]=[C:29]2[C:25]([C:26]([CH3:33])([CH3:32])[C:27](=[O:31])[NH:28]2)=[CH:24][CH:23]=1>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[C:12]3[N:13]([N:17]=[C:18]([NH:20][C:22]4[CH:30]=[C:29]5[C:25]([C:26]([CH3:33])([CH3:32])[C:27](=[O:31])[NH:28]5)=[CH:24][CH:23]=4)[N:19]=3)[CH:14]=[CH:15][N:16]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 583989576-chloro-3,3-dimethyl-2,3-dihydro-1H-indol-2-oneHCID 1178183948-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine

Product 1

HCID 1178181806-[8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamino]-3,3-dimethyl-1,3-dihydro-indol-2-one

Procedure

8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine, synthesized as described earlier, is coupled with 6-chloro-3,3-dimethyl-1,3-dihydro-indol-2-one under Buchwald Hartwig conditions using general procedure 2.

Sources & evidence

ORD record
ord-4579303e3526469fa91464f51c029c69
Source dataset
uspto-grants-2015_09
Patent number
US09120804B2

Reaction notes

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