Butyryl chloride → HCID 22319597, 화합물

HRID 497718노트

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HRID 497718 반응식
[C:1](Cl)(=[O:5])[CH2:2][CH2:3][CH3:4].[Br:7][C:8]1[C:16]([F:17])=[C:15]2[C:11]([C:12]([NH2:18])=[N:13][NH:14]2)=[C:10]([F:19])[C:9]=1[F:20]>N1C=CC=CC=1>[Br:7][C:8]1[C:16]([F:17])=[C:15]2[C:11]([C:12]([NH:18][C:1](=[O:5])[CH2:2][CH2:3][CH3:4])=[N:13][NH:14]2)=[C:10]([F:19])[C:9]=1[F:20]

참가 물질

4

반응물 2

HCID 8855Butyryl chlorideHCID 22319617HCID 22319617, 화합물

생성물 1

HCID 22319597HCID 22319597, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
3 °C

실험 절차

0.82 cm3 of butyryl chloride is added to 2.1 g of 6-bromo-4,5,7-trifluoro-1H-indazole-3-amine, prepared previously, in 20 cm3 of pyridine, after cooling to about 3° C., and the mixture is then left at room temperature for 76 hours. The reaction medium is concentrated under reduced pressure (2 kPa; 40° C.) and the residue is taken up in 100 cm3 of ethyl acetate, 100 cm3 of tetrahydrofuran and 40 cm3 of water. The organic phase is washed with 2×40 cm3 of distilled water and then with 40 cm3 of saturated aqueous sodium chloride solution. After drying over magnesium sulphate, filtration and concentration under reduced pressure (2 kPa; 40° C.), the residue obtained is purified by chromatography under an argon pressure of 50 kPa, on a column of silica gel (particle size 40-60 μm; diameter 4 cm), eluting with a cyclohexane/ethyl acetate mixture (80/20 by volume). The fractions containing the expected product are combined and then evaporated under reduced pressure (2 kPa; 40° C.); after drying (90 Pa; 40° C.), 0.53 g of N-(6-bromo-4,5,7-trifluoro-1H-indazol-3-yl)butanamide is obtained in the form of a pink solid melting at 255°-257° C.

후처리

  1. concentrationThe reaction medium is concentrated under reduced pressure (2 kPa; 40° C.)
  2. washThe organic phase is washed with 2×40 cm3 of distilled water
  3. dry with materialAfter drying over magnesium sulphate, filtration and concentration under reduced pressure (2 kPa; 40° C.)
  4. customthe residue obtained
  5. customis purified by chromatography under an argon pressure of 50 kPa
  6. washon a column of silica gel (particle size 40-60 μm; diameter 4 cm), eluting with a cyclohexane/ethyl acetate mixture (80/20 by volume)
  7. additionThe fractions containing the expected product
  8. customevaporated under reduced pressure (2 kPa; 40° C.)
  9. customafter drying (90 Pa; 40° C.)

출처 및 근거

ORD 기록
ord-47b09e01d65245ffa81082ab7ec8598f
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06949579B2

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