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

HRID 2238210Notes

Reaction equation

I[C:2]1[CH:3]=[N:4][N:5]2[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][C:8]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[C:17]([CH3:25])[CH:16]=3)=[N:7][C:6]=12.[C:26]([C:28]1[CH:29]=[CH:30][C:31]([NH2:34])=[N:32][CH:33]=1)#[CH:27]>>[CH3:25][C:17]1[CH:16]=[C:15]([C:8]2[CH:9]=[C:10]([C:11]([F:14])([F:13])[F:12])[N:5]3[N:4]=[CH:3][C:2]([C:27]#[C:26][C:28]4[CH:29]=[CH:30][C:31]([NH2:34])=[N:32][CH:33]=4)=[C:6]3[N:7]=2)[CH:20]=[CH:19][C:18]=1[C:21]([F:24])([F:23])[F:22]

Participants

Reactant 2

HCID 219548275-Ethynylpyridin-2-amine

HCID 86608026HCID 86608026, compound

Product 1

HCID 866081255-[5-(3-Methyl-4-trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-pyridin-2-ylamine

Procedure

The title compound was prepared from 3-iodo-5-(3-methyl-4-trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine (example C.32) (236 mg, 0.5 mmol) and 5-ethynyl-pyridin-2-ylamine (example D.1) (59 mg, 0.5 mmol) according to general procedure II. Obtained as a red solid (165 mg, 71%). MS (EI) 461.1 [(M)+]; mp 201° C.

Sources & evidence

ORD record: ord-b54d1612d66443e986a08687262b4e26
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07718661B2

Reaction notes

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