Triethylamine → HCID 21086142, 화합물

HRID 14233

반응식

HRID 14233 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4]([CH3:12])[N:3]=1.[CH2:13]([NH:16][CH2:17][CH2:18][CH3:19])[CH2:14][CH3:15].C(N(CC)CC)C>C1COCC1>[CH2:13]([N:16]([CH2:17][CH2:18][CH3:19])[C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4]([CH3:12])[N:3]=1)[CH2:14][CH3:15]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 8902DipropylamineHCID 2736835Methyl 2-chloro-6-methylpyrimidine-4-carboxylate

생성물 1

HCID 21086142HCID 21086142, 화합물수율 82.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of methyl 2-chloro-6-methylpyrimidine-4-carboxylate (0.411 g, 2.20 mmol), di-n-propylamine (0.668 g, 6.60 mmol), triethylamine (0.267 g, 2.64 mmol), and THF (5 ml) was stirred at room temperature for 55 min and then at reflux for 1.3 h, at which time is was cooled and partitioned between ethyl acetate and a mixture of brine and aq. sodium bicarbonate. The organic layer was dried over magnesium sulfate and concentrated and then chromatographed on silica gel using ethyl acetate-hexane (90/10) to give methyl 2-(dipropylamino)-6-methylpyrimidine-4-carboxylate (0.457 g) as a pale yellow liquid.

후처리

  1. temperatureat reflux for 1.3 h, at which time
  2. temperatureis was cooled
  3. custompartitioned between ethyl acetate
  4. additiona mixture of brine and aq. sodium bicarbonate
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. concentrationconcentrated
  7. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-dd6c35d8b0724fd29ccb309244a7cd42
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

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