5-Ethynylpyrimidin-2-amine → 5-[8-Fluoro-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridin-3-ylethynyl]-pyrimidin-2-ylamine

HRID 1293969Notes

Reaction equation

HRID 1293969 reaction equation
[F:1][C:2]1[C:3]2[N:4]([C:18](I)=[CH:19][N:20]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[CH:7]=1.[C:22]([C:24]1[CH:25]=[N:26][C:27]([NH2:30])=[N:28][CH:29]=1)#[CH:23]>>[F:1][C:2]1[C:3]2[N:4]([C:18]([C:23]#[C:22][C:24]3[CH:25]=[N:26][C:27]([NH2:30])=[N:28][CH:29]=3)=[CH:19][N:20]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 161090215-Ethynylpyrimidin-2-amineHCID 670012068-Fluoro-3-iodo-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

Product 1

HCID 167369435-[8-Fluoro-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridin-3-ylethynyl]-pyrimidin-2-ylamine

Procedure

The title compound was prepared from 8-fluoro-3-iodo-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine (example C.29 step 6) (350 mg, 0.85 mmol) and 5-ethynyl-pyrimidin-2-ylamine (example D.2) (122 mg, 0.85 mmol) according to general procedure II. Obtained as an off-white solid (116 mg, 29%). MS (ISP) 398.2 [(M+H)+]; mp 286° C.

Sources & evidence

ORD record
ord-78c910ae1451487299fe0d1c55e94d0e
Source dataset
uspto-grants-2007_07
Patent number
US07238808B2

Reaction notes

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