5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile → HCID 46205642, compound

HRID 1662231Notes

Reaction equation

HRID 1662231 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([F:29])=[C:6]([C:8]2([C:19]3[CH:24]=[CH:23][N:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=3)[C:16]3[C:11](=[C:12]([F:17])[CH:13]=[CH:14][CH:15]=3)[C:10]([NH2:18])=[N:9]2)[CH:7]=1.CC1(C)C(C)(C)OB([C:38]2[CH:39]=[N:40][CH:41]=[C:42]([CH:45]=2)[C:43]#[N:44])O1>>[NH2:18][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]([C:6]2[CH:7]=[C:2]([C:38]3[CH:39]=[N:40][CH:41]=[C:42]([CH:45]=3)[C:43]#[N:44])[CH:3]=[CH:4][C:5]=2[F:29])([C:19]2[CH:24]=[CH:23][N:22]=[C:21]([C:25]([F:27])([F:28])[F:26])[CH:20]=2)[N:9]=1

Participants

3

Reactant 2

HCID 164142165-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrileHCID 585795381-(5-Bromo-2-fluorophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine

Product 1

HCID 46205642HCID 46205642, compoundYield 65%

Procedure

The title compound was synthesized as described for Example 1 in 65% yield, starting from 1-(5-bromo-2-fluorophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine (60.0 mg, 0.13 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile (32.4 mg, 0.14 mmol).

Sources & evidence

ORD record
ord-3c5e2b6dc39a41fb9aad77bcf2792d1e
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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