Hydrochloric Acid → 5-amino-2-[4-(3-chloropropylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one

HRID 1736122노트

반응식

HRID 1736122 반응식
C([N:4]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:16][C:17]3[C:25]([F:26])=[CH:24][C:23]([F:27])=[C:22]([NH2:28])[C:18]=3[C:19](=[O:21])[CH:20]=2)=[CH:11][C:10]=1[F:29])[CH2:5][CH2:6][CH2:7][Cl:8])(=O)C.Cl.O>O1CCOCC1>[NH2:28][C:22]1[C:18]2[C:19](=[O:21])[CH:20]=[C:15]([C:12]3[CH:13]=[CH:14][C:9]([NH:4][CH2:5][CH2:6][CH2:7][Cl:8])=[C:10]([F:29])[CH:11]=3)[O:16][C:17]=2[C:25]([F:26])=[CH:24][C:23]=1[F:27]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 19434902HCID 19434902, 화합물

생성물 1

HCID 194348465-amino-2-[4-(3-chloropropylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one수율 49%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

508 mg (1.20 mmol) of the resulting 2-[4-[N-acetyl-N-(3-chloropropyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one was dissolved in 30 ml of dioxane, 30 ml of concentrated hydrochloric acid was added and the mixture was stirred for 3 hours under heating at reflux. The reaction solution was cooled on ice and adjusted to pH 8 by addition of water thereto, and the precipitated crystals were collected by filtration. The crystals were purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to give 224 mg (49%) of 5-amino-2-[4-(3-chloropropylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one.

후처리

  1. temperatureunder heating
  2. temperatureat reflux
  3. temperatureThe reaction solution was cooled on ice
  4. filtrationthe precipitated crystals were collected by filtration
  5. customThe crystals were purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-99abc3c764c647b1a8ef37c5409fb541
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05539112

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