Water → HCID 57527013、化合物

HRID 1452605ノート

反応式

HRID 1452605 の反応式
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

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 10374773HCID 10374773、化合物HCID 68879337HCID 68879337、化合物2 回

生成物 1

HCID 57527013HCID 57527013、化合物収率 39.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

(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.

後処理

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

出典と根拠

ORDレコード
ord-d526dc98039c49b0baa33d41bc63cb28
出典データセット
uspto-grants-2009_01
特許番号
US07473699B2

反応ノート

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