4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine → (1-Methyl-cyclopentyl)-[2-(3-morpholin-4-yl-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone

HRID 1677458Notes

Reaction equation

HRID 1677458 reaction equation
Br[C:2]1[N:3]=[C:4]2[C:10]([C:11]([C:13]3([CH3:18])[CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.CC1(C)C(C)(C)OB([C:27]2[CH:28]=[C:29]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)[CH:30]=[CH:31][CH:32]=2)O1>>[CH3:18][C:13]1([C:11]([C:10]2[C:4]3[C:5](=[N:6][CH:7]=[C:2]([C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([N:33]5[CH2:34][CH2:35][O:36][CH2:37][CH2:38]5)[CH:28]=4)[N:3]=3)[NH:8][CH:9]=2)=[O:12])[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 41926634-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholineHCID 44199843(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-(1-methyl-cyclopentyl)-methanone

Product 1

HCID 59541002(1-Methyl-cyclopentyl)-[2-(3-morpholin-4-yl-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone

Procedure

(1-Methyl-cyclopentyl)-[2-(3-morpholin-4-yl-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-methanone was prepared starting from (2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-(1-methyl-cyclopentyl)-methanone and 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholine following general procedures as described in these Examples. M+H=391.

Sources & evidence

ORD record
ord-4a6dcd9d204a4ec7838fb3f0f4230fd5
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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