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Isopropylamine → 6-Isopropylamino-5-methyl-nicotinic acid isopropyl ester

HRID 1908786
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HRID 1908786 반응식
[CH:1]([O:4][C:5](=[O:14])[C:6]1[CH:11]=[C:10]([CH3:12])[C:9](Cl)=[N:8][CH:7]=1)([CH3:3])[CH3:2].[CH:15]([NH2:18])([CH3:17])[CH3:16]>O1CCOCC1>[CH:1]([O:4][C:5](=[O:14])[C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([NH:18][CH:15]([CH3:17])[CH3:16])=[N:8][CH:7]=1)([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 6363IsopropylamineHCID 866505246-Chloro-5-methylnicotinic acid isopropyl ester

생성물 1

HCID 670269016-Isopropylamino-5-methyl-nicotinic acid isopropyl ester

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 6-chloro-5-methyl-nicotinic acid isopropyl ester (200 mg, 0.936 mmol) in dioxane (5 mL) and isopropylamine (3 mL) is stirred in a sealed vial at 100° C. for 1 week. The solvent is evaporated and the residue dissolved in DCM (50 mL) and washed with sat. aq. NaHCO3 solution (20 mL). The org. extract is dried over MgSO4, filtered and concentrated. The crude product is purified on prep. TLC plates with heptane:EA 1:1 to give 6-isopropylamino-5-methyl-nicotinic acid isopropyl ester (137 mg) as a yellow oil; LC-MS: tR=0.68 min, [M+1]+=237.02.

후처리

  1. customThe solvent is evaporated
  2. dissolutionthe residue dissolved in DCM (50 mL)
  3. washwashed with sat. aq. NaHCO3 solution (20 mL)
  4. extractionextract
  5. dry with materialis dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe crude product is purified on prep

출처 및 근거

ORD 기록
ord-a45005a6ac764edf969c0a5f5d199ec4
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08598208B2

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