Acetone → 4-[(2-Cyanopropan-2-yl)amino]-2-fluoro-N-methylbenzamide

HRID 515798노트

반응식

HRID 515798 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][CH3:9])=[O:7])=[C:4]([F:12])[CH:3]=1.[Si]([C:17]#[N:18])(C)(C)C.[Si](OS(C(F)(F)F)(=O)=O)(C)(C)C.[CH3:31][C:32]([CH3:34])=O>C(Cl)Cl>[C:17]([C:32]([NH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][CH3:9])=[O:7])=[C:4]([F:12])[CH:3]=1)([CH3:34])[CH3:31])#[N:18]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 65367Trimethylsilyl triflateHCID 82115Trimethylsilyl cyanideHCID 441395214-Amino-2-fluoro-N-methylbenzamide

생성물 1

HCID 592965474-[(2-Cyanopropan-2-yl)amino]-2-fluoro-N-methylbenzamide수율 40%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 4-amino-2-fluoro-N-methylbenzamide (2 g, 11.9 mmol), TMSCN (2.2 mL, 17.9 mmol), TMSOTf (0.1 mL, 0.6 mmol), and acetone (10 mL, 140 mmol) in DCM (20 mL) was stirred at room temperature overnight. The white solid was filtered, washed with a small amount of DCM, and dried to afford 1.12 g of 4-((2-cyanopropan-2-yl)amino)-2-fluoro-N-methylbenzamide as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 7.79 (t, 1H), 7.56 (t, 1H), 6.88 (s, 1H), 6.67 (dd, 1H), 6.54 (dd, 1H), 2.75 (d, 3H), 1.67 (s, 6H).

후처리

  1. filtrationThe white solid was filtered
  2. washwashed with a small amount of DCM
  3. customdried

출처 및 근거

ORD 기록
ord-d9cc09fa78ed43669f81b39b6b08c6bf
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108944B2

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