Thionyl Chloride → (S)-dimethyl 2-((7-methyl-4-(chloromethyl)-1H-indazol-5-yl)methyl)succinate

HRID 132434노트

반응식

HRID 132434 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:13][C@@H:14]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[C:15]([O:17][CH3:18])=[O:16])[C:5]([CH2:11]O)=[C:6]2[C:10]=1[NH:9][N:8]=[CH:7]2.S(Cl)([Cl:26])=O>ClCCl>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:13][C@@H:14]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[C:15]([O:17][CH3:18])=[O:16])[C:5]([CH2:11][Cl:26])=[C:6]2[C:10]=1[NH:9][N:8]=[CH:7]2

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 59731874(S)-dimethyl 2-((7-methyl-4-(hydroxymethyl)-1H-indazol-5-yl)methyl)succinate

생성물 1

HCID 67318680(S)-dimethyl 2-((7-methyl-4-(chloromethyl)-1H-indazol-5-yl)methyl)succinate수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

(S)-dimethyl 2-((7-methyl-4-(hydroxymethyl)-1H-indazol-5-yl)methyl)succinate (180 mg, 0.56 mmol) was dissolved in dichloromethane (4.0 mL). 2M Thionyl chloride in dichloromethane (4.0 mL, 8.0 mmol) was added to the mixture. Reaction stirred at room temperature for 2.5 hours. Mixture was concentrated. Residue was treated with toluene and then concentrated by roto-vap. Residue was dissolved in dichloromethane and then concentrated to dryness. Title compound was obtained as amber solid in 99% yield. MS m/e (M+H)+=339.1.

후처리

  1. customReaction
  2. concentrationMixture was concentrated
  3. additionResidue was treated with toluene
  4. concentrationconcentrated by roto-vap
  5. dissolutionResidue was dissolved in dichloromethane
  6. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-bee656fdd3e04c1996cd661a709daefc
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384931B2

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