Heptane → HCID 59520509, 화합물

HRID 1162784노트

반응식

HRID 1162784 반응식
[NH2:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([NH:13][CH3:14])=[O:12].C(=O)([O-])[O-].[K+].[K+].[Cl:21][CH2:22][CH2:23][C:24](Cl)=[O:25].CCCCCCC>C1COCC1>[Cl:21][CH2:22][CH2:23][C:24]([NH:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([NH:13][CH3:14])=[O:12])=[O:25]

참가 물질

6

반응물 4

HCID 8900HeptaneHCID 11430Potassium CarbonateHCID 693643-Chloropropionyl chlorideHCID 36564302-amino-N-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

생성물 1

HCID 59520509HCID 59520509, 화합물수율 44%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Amino-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (2.82 g, 13.41 mmol) was completely dissolved in THF (90 mL). Potassium carbonate (2.22 g, 16.09 mmol) was then added and the reaction stirred for 5 min. 3-chloropropanoyl chloride (2.04 g, 1.536 mL, 16.09 mmol) was added and the reaction mixture stirred at RT for 30 min. THF was removed in vacuo. Water was added and the reaction mixture extracted into EtOAc (×3). The combined EtOAc layers were washed with brine, dried over MgSO4, filtered and the solvent removed in vacuo. Purification by flash column chromatography-silica gel and elution with 0-60% EtOAc:heptane gave the desired product (1.76 g, 5.87 mmol, 44%).

후처리

  1. stirringthe reaction mixture stirred at RT for 30 min
  2. customTHF was removed in vacuo
  3. additionWater was added
  4. extractionthe reaction mixture extracted into EtOAc (×3)
  5. washThe combined EtOAc layers were washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customthe solvent removed in vacuo
  9. customPurification
  10. washby flash column chromatography-silica gel and elution with 0-60% EtOAc

출처 및 근거

ORD 기록
ord-36a7562f09bd426d96dfbe29ddeca943
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820707B2

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