6-Bromo-3-phenyl-imidazo[1,2-a]pyridine → HCID 76072495, compound

HRID 629277Notes

Reaction equation

HRID 629277 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][N:10]=2)[CH:7]=1.[C:17]1([N:23]2[C:27](B3OC(C)(C)C(C)(C)O3)=[CH:26][CH:25]=[N:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:11]1([C:8]2[N:6]3[CH:7]=[C:2]([C:27]4[N:23]([C:17]5[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=5)[N:24]=[CH:25][CH:26]=4)[CH:3]=[CH:4][C:5]3=[N:10][CH:9]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 529368446-Bromo-3-phenyl-imidazo[1,2-a]pyridine2×HCID 580723671-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole2×

Product 1

HCID 76072495HCID 76072495, compound

Procedure

The title compound, off-white solid (48 mg, 39%), MS (ISP) m/z=337.5 [(M+H)+], mp 139° C., was prepared in accordance with the general method of example 1 from 6-bromo-3-phenyl-imidazo[1,2-a]pyridine (intermediate G) (0.1 g, 0.366 mmol) and 1-phenyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (intermediate D) (0.12 g, 0.44 mmol).

Sources & evidence

ORD record
ord-a7cc2a68b95248f2b46b5a25ae0f775b
Source dataset
uspto-grants-2016_04
Patent number
US09315502B2

Reaction notes

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