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

HRID 1293940Notes

Reaction equation

HRID 1293940 reaction equation
I[C:2]1[N:6]2[CH:7]=[C:8]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=3)[CH:9]=[C:10]([CH3:11])[C:5]2=[N:4][CH:3]=1.[C:22]([C:24]1[CH:25]=[CH:26][C:27]([NH2:30])=[N:28][CH:29]=1)#[CH:23]>>[CH3:11][C:10]1[C:5]2[N:6]([C:2]([C:23]#[C:22][C:24]3[CH:25]=[CH:26][C:27]([NH2:30])=[N:28][CH:29]=3)=[CH:3][N:4]=2)[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[CH:9]=1

Participants

3

Reactant 2

HCID 219548275-Ethynylpyridin-2-amineHCID 670001273-Iodo-8-methyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

Product 1

HCID 167384415-[8-Methyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridin-3-ylethynyl]-pyridin-2-ylamine

Procedure

The title compound was prepared from 3-iodo-8-methyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine (example C.20 step 3) (804 mg, 2 mmol) and 5-ethynyl-pyridin-2-ylamine (example D.1) (307 mg, 2.6 mmol) according to general procedure II. Obtained as an off-white solid (160 mg, 20%). MS (ISP) 393.1 [(M+H)+]; mp 239–240° C.

Sources & evidence

ORD record
ord-5b17356019e8465aa8847bbed7685e22
Source dataset
uspto-grants-2007_07
Patent number
US07238808B2

Reaction notes

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