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Water → HCID 86731266, 화합물

HRID 2277205
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HRID 2277205 반응식
Cl[C:2]1[C:7]([NH:8][C:9](=[O:23])[C:10]2[CH:15]=[C:14]([F:16])[C:13]([O:17][CH2:18][CH:19]3[CH2:21][CH2:20]3)=[CH:12][C:11]=2[F:22])=[CH:6][N:5]=[C:4]([O:24][CH2:25][C@@H:26]([NH:28][C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH3:27])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C.[Cu]I>[CH:19]1([CH2:18][O:17][C:13]2[C:14]([F:16])=[CH:15][C:10]([C:9]3[O:23][C:2]4[CH:3]=[C:4]([O:24][CH2:25][C@@H:26]([NH:28][C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH3:27])[N:5]=[CH:6][C:7]=4[N:8]=3)=[C:11]([F:22])[CH:12]=2)[CH2:21][CH2:20]1
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참가 물질

6

반응물 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 86731267tert-butyl ((2S)-1-((4-chloro-5-((4-(cyclopropylmethoxy)-2,5-difluorobenzoyl)amino)pyridin-2-yl)oxy)propan-2-yl)carbamate

생성물 1

HCID 86731266HCID 86731266, 화합물수율 32.8%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 6228Dimethylformamide용매

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온도
160 °C

실험 절차

A suspension of tert-butyl ((2S)-1-((4-chloro-5-((4-(cyclopropylmethoxy)-2,5-difluorobenzoyl)amino)pyridin-2-yl)oxy)propan-2-yl)carbamate (5.39 g), potassium carbonate (2.91 g) and copper(I) iodide (201 mg) in DMF (30 mL) was stirred at 160° C. for 4 hr under microwave irradiation. To the reaction mixture was added water, and the obtained mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and subjected to silica gel column chromatography (NH, ethyl acetate). The solvent was evaporated, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.64 g).

후처리

  1. extractionthe obtained mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. customThe solvent was evaporated
  4. customthe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-6eb55c3d8bb1466a855f316c036bc3e6
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133129B2

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