4-(5-Tributylstannanyl-pyrazol-1-yl)-benzonitrile → 4-{5-[7-Methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-pyrazol-1-yl}-benzonitrile

HRID 1497753Notes

Reaction equation

HRID 1497753 reaction equation
Br[C:2]1[C:3]([CH3:21])=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[C:5]2[N:6]([N:8]=[CH:9][N:10]=2)[CH:7]=1.C([Sn](CCCC)(CCCC)[C:27]1[N:31]([C:32]2[CH:39]=[CH:38][C:35]([C:36]#[N:37])=[CH:34][CH:33]=2)[N:30]=[CH:29][CH:28]=1)CCC>>[CH3:21][C:3]1[C:2]([C:27]2[N:31]([C:32]3[CH:39]=[CH:38][C:35]([C:36]#[N:37])=[CH:34][CH:33]=3)[N:30]=[CH:29][CH:28]=2)=[CH:7][N:6]2[N:8]=[CH:9][N:10]=[C:5]2[C:4]=1[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=1

Participants

3

Reactant 2

HCID 867080884-(5-Tributylstannanyl-pyrazol-1-yl)-benzonitrileHCID 867080926-Bromo-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine

Product 1

HCID 727108434-{5-[7-Methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-pyrazol-1-yl}-benzonitrile

Procedure

The title compound was prepared from 6-bromo-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine (Int. 6, 100 mg, 0.281 mmol) and 4-(5-tributylstannanyl-pyrazol-1-yl)-benzonitrile (Int. 3, 193 mg, 0.421 mmol) using a similar method to that used in Example 1 (Step 4) (91 mg).

Sources & evidence

ORD record
ord-b834d4b832964c4b97f3f436a9ac0776
Source dataset
uspto-grants-2015_12
Patent number
US09199984B2

Reaction notes

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