2-Thiopheneboronic acid → (1-Methyl-cyclohexyl)-(2-thiophen-2-yl-5H-pyrrolo[2,3-b]pyrazin-7-yl)-methanone

HRID 547472

Reaction equation

HRID 547472 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.[S:20]1[CH:24]=[CH:23][CH:22]=[C:21]1B(O)O>>[CH3:19][C:13]1([C:11]([C:10]2[C:4]3[C:5](=[N:6][CH:7]=[C:2]([C:21]4[S:20][CH:24]=[CH:23][CH:22]=4)[N:3]=3)[NH:8][CH:9]=2)=[O:12])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 27339602-Thiopheneboronic acidHCID 44199730(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-(1-methyl-cyclohexyl)-methanone

Product 1

HCID 57829688(1-Methyl-cyclohexyl)-(2-thiophen-2-yl-5H-pyrrolo[2,3-b]pyrazin-7-yl)-methanone

Procedure

(1-Methyl-cyclohexyl)-(2-thiophen-2-yl-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-cyclohexyl)-methanone and thiophene-2-boronic acid following general procedures described in these Examples. MP 224-225° C., M+H=326.

Sources & evidence

ORD record
ord-f6c642ae0f2d4afcbf5f0ebe233b79c8
Source dataset
uspto-grants-2011_05
Patent number
US07939531B2

Linked notes

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