Ethane, 2-bromo-1,1-diethoxy- → 8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-b]pyridazine

HRID 1293732Notes

Reaction equation

HRID 1293732 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:6]=[N:5][C:4]=1[NH2:19].[CH2:22](OC(OCC)CBr)[CH3:23]>>[F:21][C:2]([F:1])([F:20])[C:3]1[C:4]2[N:5]([CH:22]=[CH:23][N:19]=2)[N:6]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 866080224-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyridazin-3-ylamine

Product 1

HCID 866080238-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-b]pyridazineYield 94.6%

Procedure

Prepared from 4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyridazin-3-ylamine (example C.26 step 9) (4.44 g, 14.4 mmol) and bromoacetaldehyde diethyl acetal (90%, 4.98 mL, 29 mmol) as described in example C.20 step 1. Obtained the title compound as a yellow solid (4.51 g, 94%). MS (ISP) 332.0 [(M+H)+].

Sources & evidence

ORD record
ord-813a1b389a9a4bb68f74c55f52eafa70
Source dataset
uspto-grants-2007_07
Patent number
US07238808B2

Reaction notes

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