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

HRID 558933Notes

Reaction equation

HRID 558933 reaction equation
[CH:1]1([C:4]2[N:9]3[N:10]=[CH:11][C:12](I)=[C:8]3[N:7]=[C:6]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH:5]=2)[CH2:3][CH2:2]1.[C:24]([C:26]1[CH:27]=[N:28][C:29]([NH2:32])=[N:30][CH:31]=1)#[CH:25]>>[CH:1]1([C:4]2[N:9]3[N:10]=[CH:11][C:12]([C:25]#[C:24][C:26]4[CH:27]=[N:28][C:29]([NH2:32])=[N:30][CH:31]=4)=[C:8]3[N:7]=[C:6]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH:5]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 161090215-Ethynylpyrimidin-2-amineHCID 670008557-Cyclopropyl-3-iodo-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine

Product 1

HCID 670011425-[7-Cyclopropyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-pyrimidin-2-ylamine

Procedure

The title compound was prepared from 7-cyclopropyl-3-iodo-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine (example C.7 step 4) (215 mg, 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 (59 mg, 28%). MS (ISP) 421.1 [(M+H)+].

Sources & evidence

ORD record
ord-250eb330a7144e7cbf2fe427d46a7f3a
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

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