1-(2-Fluoro-5-methylphenyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea → HCID 178426033, compound

HRID 1677644Notes

Reaction equation

HRID 1677644 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH:9][C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16](B2OC(C)(C)C(C)(C)O2)=[CH:15][CH:14]=1)=[O:11].Br[C:29]1[C:34]2[C:35]([NH2:38])=[N:36][NH:37][C:33]=2[CH:32]=[CH:31][N:30]=1>>[NH2:38][C:35]1[C:34]2[C:29](=[N:30][CH:31]=[CH:32][C:33]=2[C:16]2[CH:15]=[CH:14][C:13]([NH:12][C:10]([NH:9][C:3]3[CH:4]=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=3[F:1])=[O:11])=[CH:18][CH:17]=2)[NH:37][N:36]=1

Participants

3

Reactant 2

HCID 161251041-(2-Fluoro-5-methylphenyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ureaHCID 583807624-bromo-1H-pyrazolo[4,3-c]pyridin-3-amine

Product 1

HCID 178426033HCID 178426033, compound

Procedure

1-(2-Fluoro-5-methylphenyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]urea is coupled, by Suzuki reaction, with 4-bromo-1H-pyrazolo[4,3-c]pyrid-3-ylamine according to a protocol similar to that for the preparation of Example 3. A yellow powder of 1-[4-(3-amino-1H-pyrazolo[3,4-b]pyrid-4-yl)phenyl]-3-(2-fluoro-5-methylphenyl)urea is obtained, the characteristics of which are as follows:

Workup

  1. customfor the preparation of Example 3

Sources & evidence

ORD record
ord-4a541a8e0cf94d79bb4ace09a7f10f2a
Source dataset
uspto-grants-2011_08
Patent number
US08008322B2

Reaction notes

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