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

HRID 269271Notes

Reaction equation

HRID 269271 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH3:18])[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]=[CH: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]([CH3:18])[C:11]3[N:12]([C:14]([C:20]#[C:19][C:21]4[CH:22]=[CH: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 219548275-Ethynylpyridin-2-amineHCID 670006486-(4-Chloro-phenyl)-3-iodo-8-methyl-imidazo[1,2-a]pyridine

Product 1

HCID 167384425-[6-(4-Chloro-phenyl)-8-methyl-imidazo[1,2-a]pyridin-3-ylethynyl]-pyridin-2-ylamine

Procedure

The title compound was prepared from 6-(4-chloro-phenyl)-3-iodo-8-methyl-imidazo[1,2-a]pyridine (example C.21 step 2) (737 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 (240 mg, 33%). MS (ISP) 359.0 [(M+H)+], 361.0 [(M+2+H)+]; mp 231-234° C.

Sources & evidence

ORD record
ord-bc697b8db46a4a4891fb5c95e8cd5d65
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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