4-Bromothiophene-2-carbonitrile → HCID 23435593, compound

HRID 2120747Notes

Reaction equation

HRID 2120747 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[NH:10][C:9]([CH3:12])([CH3:11])[O:8][C:7]([CH3:14])([CH3:13])[C:6]=2[CH:15]=1.Br[C:17]1[CH:18]=[C:19]([C:22]#[N:23])[S:20][CH:21]=1>>[CH3:11][C:9]1([CH3:12])[O:8][C:7]([CH3:14])([CH3:13])[C:6]2[CH:15]=[C:2]([C:17]3[CH:18]=[C:19]([C:22]#[N:23])[S:20][CH:21]=3)[CH:3]=[CH:4][C:5]=2[NH:10]1

Participants

3

Reactant 2

HCID 142923554-Bromothiophene-2-carbonitrileHCID 23435577HCID 23435577, compound

Product 1

HCID 23435593HCID 23435593, compound

Procedure

Prepared using the coupling procedure for Example 13 starting with 6-bromo-2,2,4,4-tetramethyl-1,4-dihydro-2H-3,1-benzoxazine and 4-bromo-2-cyanothiophene. An amorphous orange solid: 1H-NMR (DMSO-d6) δ 8.4 (d, 1H, J=1.69 Hz), 8.14 (d, 1H, J=1.69 Hz), 7.49 (d, 1H, J=2.20 Hz), 7.38 (dd, 1H, J=8.43, 2.02 Hz), 6.61 (d, 1H, J=8.43 Hz), 6.26 (s, 1H), 1.49 (s, 6H), 1.32 (s, 6H); MS (ES) m/z 299 ([M+H]+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-acc9a29b3a95434dba63168808837f90
Source dataset
uspto-grants-2004_02
Patent number
US06693103B2

Reaction notes

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