3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → 5-Cyclopropyl-3-pyrimidin-5-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 1011996Notes

Reaction equation

HRID 1011996 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([C:14]2[CH:15]=[N:16][CH:17]=[N:18][CH:19]=2)=[N:8][NH:9][C:10]=1[CH:11]1[CH2:13][CH2:12]1)=[O:5])[CH3:2].[F:20][C:21]([F:33])([F:32])[O:22][C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][CH:28]=1>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([C:14]2[CH:15]=[N:16][CH:17]=[N:18][CH:19]=2)=[N:8][N:9]([C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([O:22][C:21]([F:20])([F:32])[F:33])[CH:24]=2)[C:10]=1[CH:11]1[CH2:13][CH2:12]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 673138255-cyclopropyl-3-pyrimidin-5-yl-1H-pyrazole-4-carboxylic acid ethyl ester

Product 1

HCID 673152255-Cyclopropyl-3-pyrimidin-5-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid ethyl esterYield 31%

Procedure

In analogy to the procedure described in Example 162C], 5-cyclopropyl-3-pyrimidin-5-yl-1H-pyrazole-4-carboxylic acid ethyl ester (Example 177B]) and 3-(trifluoromethoxy)benzeneboronic acid gave the title compound as a yellow oil (31%). MS: 419.0 (MH+).

Sources & evidence

ORD record
ord-c0ac0296f5cc473c95974b3b0300b23d
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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