1-(1,3)Dioxolan-2-ylmethyl-1H-pyrazole-4-boronic acid, pinacol ester → 3-Amino-6-(1-[1,3]dioxolan-2-ylmethyl-1H-pyrazol-4-yl)-pyrazine-2-carboxylic acid pyridin-4-ylamide

HRID 919214Notes

Reaction equation

HRID 919214 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([C:10]2[C:15]([NH2:16])=[N:14][CH:13]=[C:12](Br)[N:11]=2)=[O:9])=[CH:3][CH:2]=1.[O:18]1[CH2:22][CH2:21][O:20][CH:19]1[CH2:23][N:24]1[CH:28]=[C:27](B2OC(C)(C)C(C)(C)O2)[CH:26]=[N:25]1>>[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([C:10]2[C:15]([NH2:16])=[N:14][CH:13]=[C:12]([C:27]3[CH:26]=[N:25][N:24]([CH2:23][CH:19]4[O:20][CH2:21][CH2:22][O:18]4)[CH:28]=3)[N:11]=2)=[O:9])=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 179989271-(1,3)Dioxolan-2-ylmethyl-1H-pyrazole-4-boronic acid, pinacol esterHCID 867191543-Amino-6-bromo-N-4-pyridinyl-2-pyrazinecarboxamide

Product 1

HCID 710611923-Amino-6-(1-[1,3]dioxolan-2-ylmethyl-1H-pyrazol-4-yl)-pyrazine-2-carboxylic acid pyridin-4-ylamide

Procedure

The reaction of 3-amino-6-bromo-pyrazine-2-carboxylic acid pyridin-4-ylamide (synthesis described for “A10”) with 1-[1,3]dioxolan-2-ylmethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole gives the compound “A12”

Workup

  1. customgives the compound “A12”

Sources & evidence

ORD record
ord-b4d29b2321d84179a0c095cfd7864057
Source dataset
uspto-grants-2016_03
Patent number
US09273029B2

Reaction notes

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