Dichloromethane → 5-Bromo-2-methanesulfinyl-7-(4-methanesulfonyl-phenyl)-pyrrolo[2,1-f][1, 2,4]triazine

HRID 1261891노트

반응식

HRID 1261891 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=2)[N:5]2[C:10]=1[CH:9]=[N:8][C:7]([S:11][CH3:12])=[N:6]2.C(Cl)Cl.C1C=C(Cl)C=C(C(OO)=[O:34])C=1>>[Br:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:14]=[CH:15][C:16]([S:19]([CH3:22])(=[O:20])=[O:21])=[CH:17][CH:18]=2)[N:5]2[C:10]=1[CH:9]=[N:8][C:7]([S:11]([CH3:12])=[O:34])=[N:6]2

참가 물질

4

반응물 3

HCID 6344DichloromethaneHCID 70297m-Chloroperbenzoic acidHCID 667117075-Bromo-7-(4-methanesulfonyl-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine

생성물 1

HCID 667113545-Bromo-2-methanesulfinyl-7-(4-methanesulfonyl-phenyl)-pyrrolo[2,1-f][1, 2,4]triazine수율 96.3%

실험 절차

Into a 30 mL vial, 5-Bromo-7-(4-methanesulfonyl-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (0.140 g, 0.000351 mol) and Methylene chloride (4 mL, 0.07 mol). m-CPBA 70-75% (70:30, m-Chloroperbenzoic acid:3-Chlorobenzoic acid, 0.0910 g, 0.000369 mol) was added portion wise over 10 minutes. The reaction was stirred at room temperature for 2 hours. HPLC suggested no starting material. The reaction was partitioned with DCM and NaHCO3. The organic was separated, washed with water, subsequently Brine and dried over Na2SO4. The solid was filtered and washed with DCM. The organic was removed under vacuum to give 5-Bromo-2-methanesulfinyl-7-(4-methanesulfonyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazine as a yellow solid (140 mg, 96%). The solid was used as is without further purification.

후처리

  1. customThe reaction was partitioned with DCM and NaHCO3
  2. customThe organic was separated
  3. washwashed with water, subsequently Brine
  4. dry with materialdried over Na2SO4
  5. filtrationThe solid was filtered
  6. washwashed with DCM
  7. customThe organic was removed under vacuum

출처 및 근거

ORD 기록
ord-46a7e981f26c40ed839fdeeaac580626
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08471005B2

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