Cesium carbonate → 1-((4S,5R)-5-(4-(6-(2-oxa-5-azaspiro[3.4]octan-5-ylmethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

HRID 525633ノート

反応式

HRID 525633 の反応式
[CH2:1]1[C:4]2([CH2:8][CH2:7][CH2:6][NH:5]2)[CH2:3][O:2]1.Cl[CH2:10][C:11]1[N:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C@H:23]3[O:27][C:26]([CH3:29])([CH3:28])[N:25]([C:30](=[O:34])[CH:31]([F:33])[F:32])[C@@H:24]3[CH2:35][F:36])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[CH2:3]1[C:4]2([CH2:8][CH2:7][CH2:6][N:5]2[CH2:10][C:11]2[N:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][C:20]([C@H:23]4[O:27][C:26]([CH3:29])([CH3:28])[N:25]([C:30](=[O:34])[CH:31]([F:33])[F:32])[C@@H:24]4[CH2:35][F:36])=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)[CH2:1][O:2]1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 547591262-Oxa-5-azaspiro(3.4)octaneHCID 866955331-{(4S,5R)-5-[4-(6-Chloromethyl-pyridin-3-yl)-phenyl]-4-fluoromethyl-2,2-dimethyl-oxazolidin-3-yl}-2,2-difluoro-ethanone

生成物 1

HCID 866955341-((4S,5R)-5-(4-(6-(2-oxa-5-azaspiro[3.4]octan-5-ylmethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
55 °C

実験手順

A mixture of 2-oxa-5-azaspiro[3.4]octane (0.1 mmol, 15.8 mg), 1-{(4S,5R)-5-[4-(6-Chloromethyl-pyridin-3-yl)-phenyl]-4-fluoromethyl-2,2-dimethyl -oxazolidin-3-yl}-2,2-difluoro-ethanone (Example 99, Step 2, 0.09 mmol, 37 mg) and cesium carbonate (0.25 mmol, 81 mg) and acetonitrile (1 mL) was heated to 55° C. for 5 hours. The crude mixture was filtered on a bed of celite and the cake was washed with CH2Cl2 (2 mL). The volatiles were removed. The crude mixtures were used “as is” in step 2.

後処理

  1. filtrationThe crude mixture was filtered on a bed of celite
  2. washthe cake was washed with CH2Cl2 (2 mL)
  3. customThe volatiles were removed

出典と根拠

ORDレコード
ord-701ade67c467456184e889a0a5b20267
出典データセット
uspto-grants-2016_05
特許番号
US09340564B2

反応ノート

読み込み中…