Nitrogen → Methanesulfonic acid 4-acetyl-oxazol-2-ylmethyl ester

HRID 42854노트

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HRID 42854 반응식
N#N.[OH:3][CH2:4][C:5]1[O:6][CH:7]=[C:8]([C:10](=[O:12])[CH3:11])[N:9]=1.CCN(CC)CC.[S:20](Cl)([CH3:23])(=[O:22])=[O:21]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:10]([C:8]1[N:9]=[C:5]([CH2:4][O:3][S:20]([CH3:23])(=[O:22])=[O:21])[O:6][CH:7]=1)(=[O:12])[CH3:11]

참가 물질

7

반응물 4

HCID 947NitrogenHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 669287921-(2-Hydroxymethyl-oxazol-4-yl)ethanone

생성물 1

HCID 86649491Methanesulfonic acid 4-acetyl-oxazol-2-ylmethyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 1-(2-hydroxymethyl-oxazol-4-yl)-ethanone (75 mg, 0.53 mmol) in dry CH2Cl2 (5.0 mL) was treated at 0° C. with Et3N (0.10 mL, 0.71 mmol) followed by DMAP (6 mg, 0.05 mmol) and Ms-Cl (0.05 mL, 0.66 mmol). After stirring at 0° C. for 30 min, the reaction mixture was quenched with water (10 mL), extracted with CH2Cl2 (10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. TLC: rf (EA)=0.63. LC-MS-conditions 02: tR=0.64 min; [M+H]+=220.22.

후처리

  1. customthe reaction mixture was quenched with water (10 mL)
  2. extractionextracted with CH2Cl2 (10 mL)
  3. dry with materialextracts were dried over Na2SO4
  4. filtrationfiltered
  5. customthe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-9cf6f60753434a5fbeb805c4c0814bb4
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536209B2

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