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4-(Diethylamino)phenylboronic acid → [2-(4-Diethylamino-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-(1-methyl-cyclohexyl)-methanone

HRID 1677477
Notes
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Reaction equation

HRID 1677477 reaction equation
Br[C:2]1[N:3]=[C:4]2[C:10]([C:11]([C:13]3([CH3:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[CH2:20]([N:22]([CH2:32][CH3:33])[C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1)[CH3:21]>>[CH2:32]([N:22]([CH2:20][CH3:21])[C:23]1[CH:28]=[CH:27][C:26]([C:2]2[N:3]=[C:4]3[C:10]([C:11]([C:13]4([CH3:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]4)=[O:12])=[CH:9][NH:8][C:5]3=[N:6][CH:7]=2)=[CH:25][CH:24]=1)[CH3:33]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 219888814-(Diethylamino)phenylboronic acidHCID 44199730(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-(1-methyl-cyclohexyl)-methanone

Product 1

HCID 59540997[2-(4-Diethylamino-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-(1-methyl-cyclohexyl)-methanone

Procedure

[2-(4-Diethylamino-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-(1-methyl-cyclohexyl)-methanone was prepared starting from (2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-(1-methyl-cyclohexyl)-methanone and 4-(diethylamino)phenylboronic acid following general procedures as described in these Examples. MP 211-213° C., M+H=391.

Sources & evidence

ORD record
ord-e1c0c2c402394e59bf2b4dc2855f7919
Source dataset
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08008298B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes