5-Ethynylpyrimidin-2-amine → 5-[7-Methyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-pyrimidin-2-ylamine

HRID 558934Notes

Reaction equation

HRID 558934 reaction equation
I[C:2]1[CH:3]=[N:4][N:5]2[C:10]([CH3:11])=[CH:9][C:8]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=3)=[N:7][C:6]=12.[C:22]([C:24]1[CH:25]=[N:26][C:27]([NH2:30])=[N:28][CH:29]=1)#[CH:23]>>[CH3:11][C:10]1[N:5]2[N:4]=[CH:3][C:2]([C:23]#[C:22][C:24]3[CH:25]=[N:26][C:27]([NH2:30])=[N:28][CH:29]=3)=[C:6]2[N: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 161090215-Ethynylpyrimidin-2-amineHCID 670008873-Iodo-7-methyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine

Product 1

HCID 670007015-[7-Methyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-pyrimidin-2-ylamine

Procedure

The title compound was prepared from 3-iodo-7-methyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine (example C.12 step 2) (202 g, 0.5 mmol) and 5-ethynyl-pyrimidin-2-ylamine (example D.2, step 2) (60 mg, 0.5 mmol) according to general procedure II. Obtained as a yellow solid (90 mg, 46%). MS (ISP) 395.0 [(M+H)+]; mp 246-248° C.

Sources & evidence

ORD record
ord-63c5fab5f72142398d36426fcbce04ca
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

Loading…