Triethylamine → Methanesulfonic acid 5-nitro-pyridin-2-ylmethyl ester

HRID 43150노트

반응식

HRID 43150 반응식
[CH3:1][S:2]([O:5]S(C)(=O)=O)(=[O:4])=[O:3].[N+:10]([C:13]1[CH:14]=[CH:15][C:16]([CH2:19]O)=[N:17][CH:18]=1)([O-:12])=[O:11].C(N(CC)CC)C>C(Cl)Cl>[N+:10]([C:13]1[CH:14]=[CH:15][C:16]([CH2:19][O:5][S:2]([CH3:1])(=[O:4])=[O:3])=[N:17][CH:18]=1)([O-:12])=[O:11]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 81560Methanesulfonic anhydrideHCID 20583228(5-Nitropyridin-2-yl)methanol

생성물 1

HCID 86641144Methanesulfonic acid 5-nitro-pyridin-2-ylmethyl ester수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
5 °C

실험 절차

Methanesulfonic anhydride (1.79 g, 10.3 mmol, 1.1 equiv) was added portionwise to a cold (5° C.) mixture of (5-nitro-pyridin-2-yl)-methanol (Step 112.4) (1.44 g, 9.4 mmol) and triethylamine (1.57 mL, 11.3 mmol, 1.2 equiv) in DCM (20 mL), under an argon atmosphere. The reaction mixture was allowed to stir for 0.5 h at 5° C., quenched with H2O and extracted with DCM. The organic phase was washed with H2O, dried (Na2SO4), filtered and concentrated to provide 2.16 g of the title compound as a brown solid: ESI-MS: 231.1 [M−H]−; tR=2.85 min (System 1).

후처리

  1. customquenched with H2O
  2. extractionextracted with DCM
  3. washThe organic phase was washed with H2O
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a0539809da9a4c12b09466ef0ec3c822
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536175B2

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