2-Amino-5-iodopyrimidine → 3-(2-Amino-pyrimidin-5-ylethynyl)-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine-8-carbonitrile

HRID 558849Notes

Reaction equation

HRID 558849 reaction equation
[C:1]([C:3]1[N:7]2[CH:8]=[C:9]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH:10]=[C:11]([C:12]#[N:13])[C:6]2=[N:5][CH:4]=1)#[CH:2].[NH2:24][C:25]1[N:30]=[CH:29][C:28](I)=[CH:27][N:26]=1>>[NH2:24][C:25]1[N:30]=[CH:29][C:28]([C:2]#[C:1][C:3]2[N:7]3[CH:8]=[C:9]([C:14]4[CH:19]=[CH:18][C:17]([C:20]([F:22])([F:23])[F:21])=[CH:16][CH:15]=4)[CH:10]=[C:11]([C:12]#[N:13])[C:6]3=[N:5][CH:4]=2)=[CH:27][N:26]=1

Participants

3

Reactant 2

HCID 2411022-Amino-5-iodopyrimidineHCID 866080963-Ethynyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine-8-carbonitrile

Product 1

HCID 167382703-(2-Amino-pyrimidin-5-ylethynyl)-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine-8-carbonitrile

Procedure

The title compound was prepared from 3-ethynyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine-8-carbonitrile (example C.23) (150 mg, 0.5 mmol) and commercially available 2-amino-5-iodopyrimidine (107 mg, 0.5 mmol) according to general procedure II. Obtained as a dark brown solid (5 mg, 2%). MS (ISP) 405.3 [(M+H)+]; mp 290° C.

Sources & evidence

ORD record
ord-c2ebe06232c34d41bd675b95813ea9b3
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

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