Water → HCID 57527013, 화합물

HRID 1452605노트

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HRID 1452605 반응식
Cl.[F:2][C:3]1[CH:4]=[C:5]([N:16]2[CH2:20][C@H:19]([CH2:21][N:22]3[CH:26]=[C:25]([CH3:27])[N:24]=[N:23]3)[O:18][C:17]2=[O:28])[CH:6]=[C:7]([F:15])[C:8]=1[C:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH:14]=1.N1C=CC=CC=1.[CH3:35][C:36]1([CH3:44])[O:40][C@H:39]([C:41](Cl)=[O:42])[CH2:38][O:37]1.O>ClCCl>[CH3:35][C:36]1([CH3:44])[O:40][C@H:39]([C:41]([N:12]2[CH2:11][CH:10]=[C:9]([C:8]3[C:7]([F:15])=[CH:6][C:5]([N:16]4[CH2:20][C@H:19]([CH2:21][N:22]5[CH:26]=[C:25]([CH3:27])[N:24]=[N:23]5)[O:18][C:17]4=[O:28])=[CH:4][C:3]=3[F:2])[CH2:14][CH2:13]2)=[O:42])[CH2:38][O:37]1

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 10374773HCID 10374773, 화합물HCID 68879337HCID 68879337, 화합물2회

생성물 1

HCID 57527013HCID 57527013, 화합물수율 39.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

(5R)-3-[3,5-Difluoro-4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl]-5-[(4-methyl-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one hydrochloride (Intermediate 53) (1.13 g, 2.75 mmol) was suspended in dichloromethane (20 ml). Pyridine (2.22 ml, 27.50 mmol) was added and the solution was cooled to 0° C. A solution of (4S)-2,2-dimethyl-1,3-dioxolane-4-carbonyl chloride (WO 01/81350, 0.89 g, 5.43 mmol) in dichloromethane (10 ml) was added. After 2 hours, the solution was poured into water, the organic phase was washed with brine, dried over magnesium sulfate and concentrated under vacuum. Chromatography on silica gel with ethyl acetate gave 542 mg of the title product.

후처리

  1. washthe organic phase was washed with brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-d526dc98039c49b0baa33d41bc63cb28
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07473699B2

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