Benzo[b]thiophene-3-boronic acid pinacol ester → (5-Benzo[b]thiophen-3-yl-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-(4-morpholin-4-ylphenyl)amine

HRID 605926Notes

Reaction equation

HRID 605926 reaction equation
Br[C:2]1[N:7]2[N:8]=[CH:9][N:10]=[C:6]2[C:5]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:14][CH:13]=2)=[N:4][CH:3]=1.CC1(C)C(C)(C)OB([C:32]2[C:33]3[CH:40]=[CH:39][CH:38]=[CH:37][C:34]=3[S:35][CH:36]=2)O1>>[S:35]1[CH:36]=[C:32]([C:2]2[N:7]3[N:8]=[CH:9][N:10]=[C:6]3[C:5]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[CH:14][CH:13]=3)=[N:4][CH:3]=2)[C:33]2[CH:40]=[CH:39][CH:38]=[CH:37][C:34]1=2

Participants

3

Reactant 2

HCID 10658979Benzo[b]thiophene-3-boronic acid pinacol esterHCID 57589931(5-Bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-(4-morpholin-4-ylphenyl)amine

Product 1

HCID 24888779(5-Benzo[b]thiophen-3-yl-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-(4-morpholin-4-ylphenyl)amine

Procedure

This compound may be prepared using methods as described for Compound 120, using (5-bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-(4-morpholin-4-ylphenyl)amine and 4,4,5,5-tetramethyl-2-benzo[b]thiophen-3-yl-[1,3,2]dioxaborolane in step 4. LCMS: Rt 0.84 min (95%), m/z (ESI) 402 (M+H)+.

Workup

  1. customThis compound may be prepared

Sources & evidence

ORD record
ord-8e1c0897cf7543eb90b8e8ffa52f2eac
Source dataset
uspto-grants-2011_03
Patent number
US07915256B2

Reaction notes

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