Acetic Anhydride → HCID 67357344, 화합물

HRID 889439노트

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HRID 889439 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:11]([N:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]1)=[O:12].[C:20]([O:23][C:24](=O)C)(=[O:22])C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:19][N:16]1[CH2:17][CH2:18][N:13]([C:11]([C:3]2[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=2[NH:1][C:20](=[O:22])[O:23][CH3:24])=[O:12])[CH2:14][CH2:15]1

참가 물질

5

반응물 2

HCID 7918Acetic AnhydrideHCID 59313927HCID 59313927, 화합물

생성물 1

HCID 67357344HCID 67357344, 화합물수율 96%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of Intermediate 69B (540 mg, 2.04 mmol) in DCM (20 mL) was added TEA (0.570 mL, 4.09 mmol), acetic anhydride (0.289 mL, 3.06 mmol), and DMAP (2 mg, 0.016 mmol). The reaction mixture was stirred overnight, then washed with saturated aqueous NaHCO3, dried, and concentrated. The reaction mixture was purified by flash chromatography, (SiO2, 24 g, 0-10% MeOH/DCM) to give Intermediate 69C (600 mg, 96%) as a yellow solid. HPLC: Rt=0.517 min. (CHROMOLITH® column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 min. containing 0.1% TFA, 4 mL/min., monitoring at 220 nm). MS (ES): m/z=307 [M+H]+.

후처리

  1. washwashed with saturated aqueous NaHCO3
  2. customdried
  3. concentrationconcentrated
  4. customThe reaction mixture was purified by flash chromatography, (SiO2, 24 g, 0-10% MeOH/DCM)

출처 및 근거

ORD 기록
ord-27d98686fd7a4195970f8c6005f18ae5
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252795B2

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