2-Bromo-1-(4-fluorophenyl)ethan-1-one → HCID 59283081, compound

HRID 1965849Notes

Reaction equation

HRID 1965849 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([NH2:12])=[N:8][NH:9]2)=[CH:5][CH:4]=1.Br[CH2:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=O>>[F:23][C:20]1[CH:21]=[CH:22][C:17]([C:15]2[N:12]=[C:7]3[C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:11][C:10]=4[NH:9][N:8]3[CH:14]=2)=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 214091926-Methoxy-1H-indazol-3-amine

Product 1

HCID 59283081HCID 59283081, compound

Procedure

Compound 2-(4-fluorophenyl)-7-methoxy-5H-imidazo[1,2-b]indazole (W289) was prepared using the general procedure for cyclization between 6-methoxy-1H-indazol-3-amine (80 mg, 0.5 mmol) and 2-bromo-1-(4-fluorophenyl)ethanone (119 mg, 0.55 mmol), as an off-white solid (30 mg, 16%). 1H NMR (400 MHz, DMSO-d6) δ 8.64 (s, 1 H), 7.94-7.91 (m, 2 H), 7.83 (d, J=8.8 Hz, 1 H), 7.44 (m, 2 H), 7.11 (d, J=2.4 Hz, 1 H), 6.96 (dd, J=9.2, 2.0 Hz, 1 H), 3.89 (s, 3 H); MS (ESI) m/z 282 (M+H+).

Sources & evidence

ORD record
ord-75fd9c525a6d4fa3ad397cb25b0a707f
Source dataset
uspto-grants-2013_04
Patent number
US08420052B2

Reaction notes

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