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

HRID 1262353ノート

反応式

HRID 1262353 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c4c1b66d963c4364943ab32b96e71db4
出典データセット
uspto-grants-2013_06
特許番号
US08471005B2

反応ノート

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