Acetic Acid → HCID 178428391, 화합물

HRID 2383892

반응식

HRID 2383892 반응식
C(O)(=O)C.[NH2:5][NH2:6].F[C:8]1[CH:9]=[C:10]([N:20]2[CH2:24][CH2:23][N:22]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][C:30]=3[CH3:31])[C:21]2=[O:32])[CH:11]=[CH:12][C:13]=1[C:14](=O)[C:15]([F:18])([F:17])[F:16].CO>C1COCC1.C(Cl)(Cl)Cl>[CH3:31][C:30]1[CH:29]=[CH:28][N:27]=[CH:26][C:25]=1[N:22]1[CH2:23][CH2:24][N:20]([C:10]2[CH:9]=[C:8]3[C:13]([C:14]([C:15]([F:18])([F:17])[F:16])=[N:5][NH:6]3)=[CH:12][CH:11]=2)[C:21]1=[O:32]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 887MethanolHCID 9321HydrazineHCID 596361941-[3-Fluoro-4-(2,2,2-trifluoroacetyl)-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

생성물 1

HCID 178428391HCID 178428391, 화합물수율 23.46%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
150 °C

실험 절차

Acetic acid (0.1 mL, 1.36 mmol) and 1M hydrazine in THF (4 mL, 2.72 mmol) were added to 1-[3-fluoro-4-(2,2,2-trifluoro-acetyl)-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-160b: 100 mg, 0.272 mmol) in dry THF (2 mL). The resulting mixture was stirred at 150° C. overnight. The reaction was monitored by TLC (5% MeOH in CHCl3). The reaction mixture was partitioned between water and chloroform. The organic layer was dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (4% MeOH in CHCl3), followed by preparative HPLC afforded 23 mg of the product (23.46% yield).

후처리

  1. customThe reaction mixture was partitioned between water and chloroform
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated
  4. customPurification by column chromatography on silica gel (4% MeOH in CHCl3)

출처 및 근거

ORD 기록
ord-89b7e2d88de8446592dd20c82184247d
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263635B2

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