4-Bromo-2-methylbenzonitrile → HCID 178422844, compound

HRID 872459Notes

Reaction equation

HRID 872459 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([CH3:10])[CH:3]=1.O1CCCCC1[N:17]1[C:21](B2OC(C)(C)C(C)(C)O2)=[CH:20][CH:19]=[N:18]1>>[CH3:10][C:4]1[CH:3]=[C:2]([C:21]2[CH:20]=[CH:19][NH:18][N:17]=2)[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

Participants

3

Reactant 2

HCID 1442674-Bromo-2-methylbenzonitrileHCID 115872081-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product 1

HCID 178422844HCID 178422844, compound

Procedure

The title compound was synthesized using the method of Example 34(b), but starting from 4-bromo-2-methylbenzonitrile and 1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. 1H-NMR (400 MHz; CDCl3): δ 2.60 (s, 3H), 6.69 (d, 1H), 7.64 (m, 2H), 7.70 (d, 1H), 7.78 (s, 1H), 10.47 (br s, 1H).

Sources & evidence

ORD record
ord-f5984325f822491c9cd91c4ab190868f
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

Loading…