1H-Pyrazole-1-benzyl-4-boronic acid → HCID 67348260, compound

HRID 1676286Notes

Reaction equation

HRID 1676286 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]2[CH:16]=[C:17](I)[S:18][C:11]=12)[NH2:5].[N:20]1([CH2:25][C:26]2[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[N:21]1>>[N:20]1([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:17]3[S:18][C:11]4[C:12](=[N:13][CH:14]=[CH:15][C:10]=4[O:9][C:8]4[CH:7]=[CH:6][C:4]([NH2:5])=[CH:3][C:2]=4[F:1])[CH:16]=3)=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[N:21]1

Participants

3

Reactant 2

HCID 36987071H-Pyrazole-1-benzyl-4-boronic acidHCID 584749503-Fluoro-4-((2-iodothieno[3,2-b]pyridin-7-yl)oxy)aniline

Product 1

HCID 67348260HCID 67348260, compoundYield 64.9%

Procedure

Prepared from 3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)benzenamine (Example 6, Step A; 0.300 g, 0.777 mmol) and 4-((1H-pyrazol-1-yl)methyl)phenylboronic acid (0.196 g, 0.971 mmol) using the procedure described for Example 94, Step A, to provide the product (210 mg, 36%) as a brown solid. LRMS (esi+) m/e 417 (M+1) detected.

Sources & evidence

ORD record
ord-e89d38e6d96842e08d157bb4aab8efc0
Source dataset
uspto-grants-2011_08
Patent number
US08003662B2

Reaction notes

Loading…