Citric Acid → HCID 86630856, 화합물

HRID 17485노트

반응식

HRID 17485 반응식
C(N(C(C)C)CC)(C)C.Cl.[NH:11]1[CH2:14][CH:13]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:12]1.Cl[C:24]1[O:25][C:26]2[C:27](=[C:29]([C:41]#[N:42])[C:30]([CH3:40])=[C:31]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[C:32]=2[F:33])[N:28]=1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>ClCCl>[C:41]([C:29]1[C:27]2[N:28]=[C:24]([N:11]3[CH2:14][CH:13]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:21])[CH3:20])[CH2:12]3)[O:25][C:26]=2[C:32]([F:33])=[C:31]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:30]=1[CH3:40])#[N:42]

참가 물질

6

반응물 4

HCID 311Citric AcidHCID 81531DiisopropylethylamineHCID 22101213tert-Butyl azetidin-3-ylcarbamate--hydrogen chloride (1/1)HCID 510414292-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

생성물 1

HCID 86630856HCID 86630856, 화합물수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Diisopropylethylamine (787 μl, 4.63 mmol) and tert-butyl azetidin-3-ylcarbamate hydrochloride (483 mg, 2.31 mmol) were added to a dichloromethane (20 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (553 mg, 1.93 mmol), followed by stirring at room temperature for 30 minutes. With cooling with ice, aqueous 10% citric acid solution (10 ml) was added to the reaction liquid, followed by extraction with chloroform (50 ml), then the organic layer was washed with saturated brine (50 ml). After drying over anhydrous sodium sulfate and concentration under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=2:1) to obtain the entitled compound (815 mg, 100%) as a colorless oily substance.

후처리

  1. additionwas added to the reaction liquid
  2. extractionfollowed by extraction with chloroform (50 ml)
  3. washthe organic layer was washed with saturated brine (50 ml)
  4. dry with materialAfter drying over anhydrous sodium sulfate and concentration under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-a5adbbcc827740eaaf7e3a26023c7ca7
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737166B2

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