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

HRID 1293971Notes

Reaction equation

HRID 1293971 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([F:18])[C:11]3[N:12]([C:14](I)=[CH:15][N:16]=3)[CH:13]=2)=[CH:4][CH:3]=1.[C:19]([C:21]1[CH:22]=[N:23][C:24]([NH2:27])=[N:25][CH:26]=1)#[CH:20]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([F:18])[C:11]3[N:12]([C:14]([C:20]#[C:19][C:21]4[CH:22]=[N:23][C:24]([NH2:27])=[N:25][CH:26]=4)=[CH:15][N:16]=3)[CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 161090215-Ethynylpyrimidin-2-amineHCID 670011596-(4-Chloro-phenyl)-8-fluoro-3-iodo-imidazo[1,2-a]pyridine

Product 1

HCID 167384825-[6-(4-Chloro-phenyl)-8-fluoro-imidazo[1,2-a]pyridin-3-ylethynyl]-pyrimidin-2-ylamine

Procedure

The title compound was prepared from 6-(4-chloro-phenyl)-8-fluoro-3-iodo-imidazo[1,2-a]pyridine (example C.30 step 2) (300 mg, 0.8 mmol) and 5-ethynyl-pyrimidin-2-ylamine (example D.2) (115 mg, 0.8 mmol) according to general procedure II. Obtained as an off-white solid (101 mg, 34%). MS (ISP) 364.1 [(M+H)+],366 [(M+2+H)+]; mp 279–280° C.

Sources & evidence

ORD record
ord-28b4460fec55485ba52b82b4f36004e2
Source dataset
uspto-grants-2007_07
Patent number
US07238808B2

Reaction notes

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