Boron tribromide → HCID 67450402, compound

HRID 1853883Notes

Reaction equation

HRID 1853883 reaction equation
C[O:2][C:3]1[CH:12]=[CH:11][C:10]2[NH:9][C:8](=[O:13])[C:7]3[S:14][CH:15]=[CH:16][C:6]=3[C:5]=2[C:4]=1[C:17]1[CH:22]=[CH:21][C:20]([C:23]2([C:26]#[N:27])[CH2:25][CH2:24]2)=[CH:19][CH:18]=1.BrB(Br)Br>>[OH:2][C:3]1[CH:12]=[CH:11][C:10]2[NH:9][C:8](=[O:13])[C:7]3[S:14][CH:15]=[CH:16][C:6]=3[C:5]=2[C:4]=1[C:17]1[CH:22]=[CH:21][C:20]([C:23]2([C:26]#[N:27])[CH2:24][CH2:25]2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 67448984HCID 67448984, compound

Product 1

HCID 67450402HCID 67450402, compoundYield 28%

Procedure

Following General Procedure F, 1-[4-(8-methoxy-4-oxo-4,5-dihydrothieno[2,3-c]quinolin-9-yl)phenyl]cyclopropanecarbonitrile (340 mg, 0.91 mmol) was reacted with tribromoborane (1.3 mL) to afford the desired product (90 mg, 28%) as a light brown solid: ESI MS m/z 359 [C21H14N2O2S+H]+.

Sources & evidence

ORD record
ord-2cec37664cc546b4976ed7e94262f957
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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