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

HRID 269292Notes

Reaction equation

HRID 269292 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH:18]3[CH2:20][CH2:19]3)[C:11]3[N:12]([C:14](I)=[CH:15][N:16]=3)[CH:13]=2)=[CH:4][CH:3]=1.[C:21]([C:23]1[CH:24]=[CH:25][C:26]([NH2:29])=[N:27][CH:28]=1)#[CH:22]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH:18]3[CH2:20][CH2:19]3)[C:11]3[N:12]([C:14]([C:22]#[C:21][C:23]4[CH:24]=[CH:25][C:26]([NH2:29])=[N:27][CH:28]=4)=[CH:15][N:16]=3)[CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 219548275-Ethynylpyridin-2-amineHCID 670009596-(4-Chloro-phenyl)-8-cyclopropyl-3-iodo-imidazo[1,2-a]pyridine

Product 1

HCID 670008695-[6-(4-Chloro-phenyl)-8-cyclopropyl-imidazo[1,2-a]pyridin-3-ylethynyl]-pyridin-2-ylamine

Procedure

The title compound was prepared from 6-(4-chloro-phenyl)-8-cyclopropyl-3-iodo-imidazo[1,2-a]pyridine (example C.27 step 5) (592 mg, 2 mmol) and 5-ethynyl-pyridin-2-ylamine (example D.1) (230 mg, 2 mmol) according to general procedure II. Obtained as a yellow solid (128 mg, 22%). MS (ISP) 385.2 [(M+H)+], 387 [(M+2+H)+]; mp 246° C.

Sources & evidence

ORD record
ord-ae5ba7bce635466e8ae95a3378a84d5e
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

Loading…