Triethylamine → N-(3-fluoro-4-(5-(1-phenylcyclopropyl)[1,3]thiazolo[5,4-b]pyridin-2-yl)phenyl)-N-(methylsulfonyl)methanesulfonamide

HRID 1177633

반응식

HRID 1177633 반응식
[F:1][C:2]1[CH:3]=[C:4]([NH2:26])[CH:5]=[CH:6][C:7]=1[C:8]1[S:9][C:10]2[C:15]([N:16]=1)=[CH:14][CH:13]=[C:12]([C:17]1([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:19][CH2:18]1)[N:11]=2.C(N(CC)CC)C.[CH3:34][S:35](Cl)(=[O:37])=[O:36]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([N:26]([S:35]([CH3:34])(=[O:37])=[O:36])[S:35]([CH3:34])(=[O:37])=[O:36])[CH:5]=[CH:6][C:7]=1[C:8]1[S:9][C:10]2[C:15]([N:16]=1)=[CH:14][CH:13]=[C:12]([C:17]1([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:18][CH2:19]1)[N:11]=2

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 574030523-Fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzenamine

생성물 1

HCID 59174861N-(3-fluoro-4-(5-(1-phenylcyclopropyl)[1,3]thiazolo[5,4-b]pyridin-2-yl)phenyl)-N-(methylsulfonyl)methanesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To 3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzenamine (34 mg, 0.094 mmol) was added DCM (0.9 mL), triethylamine (26 μl, 0.188 mmol), and methanesulfonyl chloride (11 μl, 0.141 mmol) before it was stirred at ambient T for 1 h. The reaction mixture was diluted with 100 mL of DCM, added to a separatory funnel, partitioned with 5 N NaOH (aqueous), washed 3 times with 75 mL of 5 N NaOH (aqueous), separated, dried over sodium sulfate, and concentrated via rotovap to the title compound. MS (ESI) m/z: Calculated: 517.1; Observed: 518.0 (M++1).

후처리

  1. additionadded to a separatory funnel
  2. custompartitioned with 5 N NaOH (aqueous)
  3. washwashed 3 times with 75 mL of 5 N NaOH (aqueous)
  4. customseparated
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated via rotovap to the title compound

출처 및 근거

ORD 기록
ord-6556fd319c5c4ef0be911c220784da14
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842685B2

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