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3-(Chloromethyl)pyridine hydrochloride → 4-(3-Pyridylmethoxymethylene)-2-phenylbenzoylmethionine methyl ester

HRID 325224
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인쇄 미리보기

반응식

HRID 325224 반응식
[CH3:1][O:2][C:3](=[O:26])[C@H:4]([CH2:22][CH2:23][S:24][CH3:25])[NH:5][C:6](=[O:21])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[CH:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[H-].[Na+].Cl.Cl[CH2:31][C:32]1[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=1>CS(C)=O.O.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:26])[C@H:4]([CH2:22][CH2:23][S:24][CH3:25])[NH:5][C:6](=[O:21])[C:7]1[CH:12]=[CH:11][C:10](=[CH:13][O:14][CH2:31][C:32]2[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=2)[CH2:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 24758Sodium hydrideHCID 20622833[4-Hydroxymethyl-2-phenylbenzoyl]methionine methyl ester

생성물 1

HCID 675506094-(3-Pyridylmethoxymethylene)-2-phenylbenzoylmethionine methyl ester

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매
HCID 962
Water
용매
HCID 8857Ethyl Acetate용매

실험 절차

The resultant compound from Example 16D (1.0 equivalent) is treated with sodium hydride (2.0 equivalents) in DMSO, then 3-chloromethylpyridine hydrochloride (1.0 equivalent) is added. When judged complete by TLC analysis, the reaction is diluted with water and ethyl acetate, the organic layer is dried and concentrated, and the crude title compound is purified by chromatography on silica gel.

후처리

  1. customthe organic layer is dried
  2. concentrationconcentrated
  3. customthe crude title compound is purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-c25dc9b17df448eea8f96a3f10b1e795
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06221865B1

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