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2,3-dimethyl-1H-indol-5-amine → (3S)-[7-(2,3-Dimethyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-(3-methoxy-pyrrolidin-1-yl)-methanone

HRID 1063222
Notes
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Reaction equation

HRID 1063222 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:13]3[CH2:17][CH2:16][C@H:15]([O:18][CH3:19])[CH2:14]3)=[O:12])[S:10][C:3]=12.[CH3:20][C:21]1[NH:22][C:23]2[C:28]([C:29]=1[CH3:30])=[CH:27][C:26]([NH2:31])=[CH:25][CH:24]=2>>[CH3:20][C:21]1[NH:22][C:23]2[C:28]([C:29]=1[CH3:30])=[CH:27][C:26]([NH:31][C:2]1[CH:7]=[CH:6][N:5]=[C:4]3[CH:8]=[C:9]([C:11]([N:13]4[CH2:17][CH2:16][C@H:15]([O:18][CH3:19])[CH2:14]4)=[O:12])[S:10][C:3]=13)=[CH:25][CH:24]=2
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 2586882,3-dimethyl-1H-indol-5-amineHCID 23401173(3S)-(7-chloro-thieno[3,2-b]pyridin-2-yl)-(3-methoxy-pyrrolidin-1-yl)-methanone

Product 1

HCID 23401169(3S)-[7-(2,3-Dimethyl-1H-indol-5-ylamino)-thieno[3,2-b]pyridin-2-yl]-(3-methoxy-pyrrolidin-1-yl)-methanone

Procedure

The title compound was prepared from (3S)-(7-chloro-thieno[3,2-b]pyridin-2-yl)-(3-methoxy-pyrrolidin-1-yl)-methanone and 2,3-dimethyl-1H-indol-5-ylamine by a procedure analogous to Example 99. MS: 421.2 (MH+); HPLC Rf: 4.80 min.; HPLC purity: 99%.

Sources & evidence

ORD record
ord-2d7afe59631d4ad681076f1fe8dd82dc
Source dataset
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06964961B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes