(3S)-pyrrolidin-3-ol → 6-[8-((S)-3-hydroxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamino]-3,3-dimethyl-1,3-dihydro-indol-2-one

HRID 2273019Notes

Reaction equation

HRID 2273019 reaction equation
[OH:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]2[C:8]3[N:9]([N:13]=[C:14]([NH:16][C:17]4[CH:25]=[C:24]5[C:20]([C:21]([CH3:28])([CH3:27])[C:22](=[O:26])[NH:23]5)=[CH:19][CH:18]=4)[N:15]=3)[CH:10]=[CH:11][N:12]=2)[CH2:3]1.O[C@H]1CCNC1>>[OH:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]2[C:8]3[N:9]([N:13]=[C:14]([NH:16][C:17]4[CH:25]=[C:24]5[C:20]([C:21]([CH3:28])([CH3:27])[C:22](=[O:26])[NH:23]5)=[CH:19][CH:18]=4)[N:15]=3)[CH:10]=[CH:11][N:12]=2)[CH2:3]1

Participants

3

Reactant 2

HCID 2733874(3S)-pyrrolidin-3-olHCID 897672836-[8-((R)-3-hydroxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamino]-3,3-dimethyl-1,3-dihydro-indol-2-one

Product 1

HCID 897671256-[8-((S)-3-hydroxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamino]-3,3-dimethyl-1,3-dihydro-indol-2-one

Procedure

The compound is synthesized using the procedure described for 6-[8-((R)-3-hydroxy-pyrrolidin-1-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamino]-3,3-dimethyl-1,3-dihydro-indol-2-one with (S)-3-hydroxy-pyrrolidin as nuceophile.

Workup

  1. customThe compound is synthesized

Sources & evidence

ORD record
ord-652cb10cdb7048938dc35bc373606f12
Source dataset
uspto-grants-2015_09
Patent number
US09120804B2

Reaction notes

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