Acetic Anhydride → HCID 24894448, 화합물

HRID 1913399노트

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HRID 1913399 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([NH2:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)[C:11]([CH3:23])=[C:10]([C:24](=[O:27])[CH2:25][CH3:26])[CH:9]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:35](OC(=O)C)(=[O:37])[CH3:36]>C1COCC1.CN(C1C=CN=CC=1)C.C(OCC)(=O)C>[C:35]([NH:22][S:19]([C:16]1[CH:15]=[CH:14][C:13]([N:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[CH:9][C:10]([C:24](=[O:27])[CH2:25][CH3:26])=[C:11]2[CH3:23])=[CH:18][CH:17]=1)(=[O:20])=[O:21])(=[O:37])[CH3:36]

참가 물질

7

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 23642319A-867744

생성물 1

HCID 24894448HCID 24894448, 화합물

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-[5-(4-chloro-phenyl)-2-methyl-3-propionyl-pyrrol-1-yl]-benzenesulfonamide (Example 31, 0.12 g, 0.31 mmol) in dry THF (5 mL) was added triethylamine (0.4 mmol, 0.06 mL) and DMAP (0.031 mmol, 4 mg) at room temperature. 10 Minutes later acetic anhydride (0.62 mmol, 0.06 mL) was added drop wise and the mixture stirred at room temperature for 16 hours. The mixture was diluted with ethyl acetate (100 mL), washed with sodium bicarbonate (saturated solution, 50 mL), water (50 mL) and brine (50 mL). The organic phase was dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified over silica using CH2Cl2:MeOH (95:5) as eluant to provide the titled compound. 1H NMR (CDCl3) δ ppm 1.18 (3H), 2.05 (3H), 2.16 (3H), 2.45 (2H), 3.39 (2H), 6.90 (1H), 7.33-7.90 (8H), 8.50 (1H); MS (ESI) m/z 445 (M+H).

후처리

  1. washwashed with sodium bicarbonate (saturated solution, 50 mL), water (50 mL) and brine (50 mL)
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customThe residue was purified over silica

출처 및 근거

ORD 기록
ord-35b0a15f4b4b4cb4bdf10f5285003cb4
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609713B2

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