Water → HCID 67128878, 화합물

HRID 2354092노트

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HRID 2354092 반응식
Cl[C:2]1[N:3]=[CH:4][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:6][CH:7]=1.Cl.Cl.[C:17]12([CH2:24][N:25]3[CH2:29][CH2:28][C@@H:27]([NH2:30])[CH2:26]3)[O:23][CH:20]([CH2:21][CH2:22]1)[CH2:19][CH2:18]2.CCN(CC)CC.O>CC(N(C)C)=O>[C:17]12([CH2:24][N:25]3[CH2:29][CH2:28][C@@H:27]([NH:30][C:2]4[N:3]=[CH:4][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:6][CH:7]=4)[CH2:26]3)[O:23][CH:20]([CH2:21][CH2:22]1)[CH2:19][CH2:18]2

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 67128668HCID 67128668, 화합물HCID 86603667Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate

생성물 1

HCID 67128878HCID 67128878, 화합물수율 99.9%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
100 °C

실험 절차

To a mixture of ethyl (2E)-3-(5-chloropyrazin-2-yl)acrylate (242.8 mg) in DMA (1.9 mL) was added (3R)-1-(7-oxabicyclo[2.2.1]hept-1-ylmethyl)pyrrolidin-3-amine dihydrochloride (370 mg) and Et3N (796 uL), which was stirred at 100° C. for 24 hours. To the resultant was added H2O, which was extracted with AcOEt. The organic phase was washed with brine, dried over Na2SO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give ethyl (2E)-3-(5-{[(3R)-1-(7-oxabicyclo[2.2.1]hept-1-ylmethyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate (425 mg) as a brown solid.

후처리

  1. extractionwas extracted with AcOEt
  2. washThe organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-d2428a02ba05420ba912df114e0a5722
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07750155B2

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