m-Chloroperbenzoic acid → N-[2-(2-Methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-methyl-phenyl]-methanesulfonamide

HRID 1262353노트

반응식

HRID 1262353 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:13]2[N:21]3[C:16]([CH:17]=[N:18][C:19]([S:22][CH3:23])=[N:20]3)=[CH:15][CH:14]=2)=[C:6]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH:7]=1.C1C=C(Cl)C=C(C(OO)=[O:32])C=1>CN(C)C=O>[CH3:23][S:22]([C:19]1[N:18]=[CH:17][C:16]2=[CH:15][CH:14]=[C:13]([C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][C:6]=3[NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[N:21]2[N:20]=1)=[O:32]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 66712100N-[5-Methyl-2-(2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-methanesulfonamide

생성물 1

HCID 66712678N-[2-(2-Methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-methyl-phenyl]-methanesulfonamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

Into a RB flask, N-[5-Methyl-2-(2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-methanesulfonamide (580 mg, 1.7 mmol) and N,N-Dimethylformamide (13 mL,) were added. Resulting solution was cooled to 0° C., m-CPBA (70:30, m-Chloroperbenzoic acid:3-Chlorobenzoic acid, 431 mg, 1.75 mmol) was added in portion over 10 minutes. After 2 h, solvent was removed .The residue was partitioned with DCM and sat. NaHCO3 solution. The organic phase was separated, washed with brine, and dried over Magnesium sulfate. N-[2-(2-Methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-methyl-phenyl]-methanesulfonamide was obtained as a yellow solid (539 mg, 89%) which was taken to the next step without further purifications. LCMS (E/I+) 365 (M+H).

후처리

  1. customsolvent was removed .The residue
  2. customwas partitioned with DCM and sat. NaHCO3 solution
  3. customThe organic phase was separated
  4. washwashed with brine
  5. dry with materialdried over Magnesium sulfate

출처 및 근거

ORD 기록
ord-c4c1b66d963c4364943ab32b96e71db4
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08471005B2

반응 노트

불러오는 중…