3-(3-HYDROXYPROPYL)PHENYLBORONIC ACID → {2-[3-(3-Hydroxy-propyl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-(1-methyl-cyclohexyl)-methanone

HRID 1677460Notes

Reaction equation

HRID 1677460 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.[OH:20][CH2:21][CH2:22][CH2:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1>>[OH:20][CH2:21][CH2:22][CH2:23][C:24]1[CH:29]=[C:28]([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:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 36721733-(3-HYDROXYPROPYL)PHENYLBORONIC ACIDHCID 44199730(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-(1-methyl-cyclohexyl)-methanone

Product 1

HCID 59540934{2-[3-(3-Hydroxy-propyl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-(1-methyl-cyclohexyl)-methanone

Procedure

{2-[3-(3-Hydroxy-propyl)-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 3-(3-hydroxypropyl)phenylboronic acid following general procedures as described in these Examples. MP 80-83° C., M+H=378.

Sources & evidence

ORD record
ord-0cbfa546244f4cef8f5269ce478d4d64
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Reaction notes

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