5-(4-Chloro-phenyl)-3-iodo-7-methyl-pyrazolo[1,5-a]pyrimidine → 2-(4-[5-(4-Chloro-phenyl)-7-methyl-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-phenyl}-propan-2-ol

HRID 1294026Notes

Reaction equation

HRID 1294026 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]3[N:15]=[CH:16][C:17](I)=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.[C:19]([C:21]1[CH:26]=[CH:25][C:24]([C:27]([OH:30])([CH3:29])[CH3:28])=[CH:23][CH:22]=1)#[CH:20]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]3[N:15]=[CH:16][C:17]([C:20]#[C:19][C:21]4[CH:26]=[CH:25][C:24]([C:27]([OH:30])([CH3:28])[CH3:29])=[CH:23][CH:22]=4)=[C:10]3[N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 670013225-(4-Chloro-phenyl)-3-iodo-7-methyl-pyrazolo[1,5-a]pyrimidineHCID 730124462-(4-Ethynylphenyl)propan-2-ol

Product 1

HCID 118522172-(4-[5-(4-Chloro-phenyl)-7-methyl-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-phenyl}-propan-2-olYield 47%

Procedure

The tide compound was prepared from 5-(4-chloro-phenyl)-3-iodo-7-methyl-pyrazolo[1,5-a]pyrimidine (example 292) (185 mg, 0.5 mmol) and 2-(4-ethynyl-phenyl)-propan-2-ol (example D.4) (80 mg, 0.5 mmol) according to general procedure II. Obtained as a yellow solid (94 mg, 47%). MS (ISP) 402.3 [(M+H)+]; mp 112–115° C.

Sources & evidence

ORD record
ord-a0562a866f71462caa927a21abf3b7e8
Source dataset
uspto-grants-2007_07
Patent number
US07238808B2

Reaction notes

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