1-Methyl-4-(piperidin-4-yl)piperazine → HCID 68496027, 화합물

HRID 1712667노트

반응식

HRID 1712667 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:4][CH2:3]1.[CH2:14]([O:21][C:22]([C:24]1([C:27](=[O:53])[NH:28][C:29]2[CH:34]=[CH:33][C:32]([O:35][C:36]3[CH:41]=[CH:40][N:39]=[C:38]([NH:42][C:43](OC4C=CC=CC=4)=[O:44])[CH:37]=3)=[CH:31][C:30]=2[F:52])[CH2:26][CH2:25]1)=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CN1CCCC1=O>[CH2:14]([O:21][C:22]([C:24]1([C:27](=[O:53])[NH:28][C:29]2[CH:34]=[CH:33][C:32]([O:35][CH:36]3[CH2:41][CH2:40][NH:39][CH:38]([NH:42][C:43]([N:11]4[CH2:12][CH2:13][CH:8]([N:5]5[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]5)[CH2:9][CH2:10]4)=[O:44])[CH2:37]3)=[CH:31][C:30]=2[F:52])[CH2:25][CH2:26]1)=[O:23])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

참가 물질

4

반응물 2

HCID 7957071-Methyl-4-(piperidin-4-yl)piperazineHCID 247886951-[2-Fluoro-4-(2-phenoxycarbonylaminopyridin-4-yloxy)phenylcarbamoyl]cyclopropanecarboxylic acid benzyl ester

생성물 1

HCID 68496027HCID 68496027, 화합물수율 60.7%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
40 °C

실험 절차

1-Methyl-4-(piperidin-4-yl)piperazine (1.46 g) was added to a mixture of 1-[2-fluoro-4-(2-phenoxycarbonylaminopyridin-4-yloxy)phenylcarbamoyl]cyclopropanecarboxylic acid benzyl ester (3.60 g) and N-methyl-2-pyrrolidone (25 ml), followed by stirring with heating at 40° C. for 1 hour and 51 minutes. The reaction mixture was partitioned after the addition of ethyl acetate (180 mL) and water (90 mL). The resultant organic layer was washed with water (36 ml, twice) and a 10% aqueous solution of sodium chloride (36 ml), dried over anhydrous magnesium sulfate (10 g), and filtered, and the filtrate was concentrated. The resultant residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; heptane:ethyl acetate=1:1, ethyl acetate, ethyl acetate:isopropyl alcohol=9:1). The eluate was concentrated under reduced pressure, and the precipitate appeared after the addition of tert-butyl methyl ether (60 ml) and seed crystals obtained in (Method 1). The resultant precipitate was collected by filtration, washed with tert-butyl methyl ether (10 ml), and dried under reduced pressure at 40° C. for 2 hours to give the target title compound (2.57 g).

후처리

  1. customThe reaction mixture was partitioned
  2. additionafter the addition of ethyl acetate (180 mL) and water (90 mL)
  3. washThe resultant organic layer was washed with water (36 ml
  4. dry with materialtwice) and a 10% aqueous solution of sodium chloride (36 ml), dried over anhydrous magnesium sulfate (10 g)
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated
  7. customThe resultant residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; heptane:ethyl acetate=1:1, ethyl acetate, ethyl acetate:isopropyl alcohol=9:1)
  8. concentrationThe eluate was concentrated under reduced pressure
  9. additionafter the addition of tert-butyl methyl ether (60 ml) and seed crystals
  10. customobtained in (Method 1)
  11. filtrationThe resultant precipitate was collected by filtration
  12. washwashed with tert-butyl methyl ether (10 ml)
  13. customdried under reduced pressure at 40° C. for 2 hours

출처 및 근거

ORD 기록
ord-873ee421ddcf4a4b9f4f40f78777f83b
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790885B2

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