Bromomethyl 4-methoxyphenyl ketone → HCID 59283110, compound

HRID 1965851Notes

Reaction equation

HRID 1965851 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]([O:23][CH3:24])=[CH:19][CH:18]=1)=O>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:7]3[N:8]([CH:14]=[C:15]([C:17]4[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=4)[N:12]=3)[NH:9][C:10]=2[CH:11]=1

Participants

3

Reactant 2

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 214091926-Methoxy-1H-indazol-3-amine

Product 1

HCID 59283110HCID 59283110, compound

Procedure

Compound 7-methoxy-2-(4-methoxyphenyl)-5H-imidazo[1,2-b]indazole (W302) was prepared using the general procedure for cyclization between 6-methoxy-1H-indazol-3-amine (90 mg, 0.3 mmol) and 2-bromo-1-(4-methoxyphenyl)ethanone (72 mg, 0.31 mmol), as white solid (50 mg, 57%). 1H NMR (400 MHz, DMSO-d6) δ 8.57 (s, 1 HO, 7.85-7.81 (m, 3 H), 7.16-7.12 (m, 3 H), 6.99 (dd, J=8.8, 2.4 Hz, 1 H), 3.90 (s, 3 H), 3.84 (s, 3 H); MS (ESI) m/z 294 (M+H+).

Sources & evidence

ORD record
ord-f7ec84a7ee414c7a810c217385c74ee3
Source dataset
uspto-grants-2013_04
Patent number
US08420052B2

Reaction notes

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