Methanol → HCID 178525539、化合物

HRID 132466ノート

反応式

HRID 132466 の反応式
[Cl:1][C:2]1[C:10]2[C:9]3[CH2:11][N:12]([CH2:22][CH2:23][N:24]4[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]4)[C:13](=[O:21])[C@H:14]([CH2:16][C:17]([O:19]C)=[O:18])[CH2:15][C:8]=3[CH:7]=[C:6]([Cl:30])[C:5]=2[NH:4][N:3]=1.O1CCCC1.CO.O.O.[OH-].[Li+]>>[Cl:1][C:2]1[C:10]2[C:9]3[CH2:11][N:12]([CH2:22][CH2:23][N:24]4[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]4)[C:13](=[O:21])[C@H:14]([CH2:16][C:17]([OH:19])=[O:18])[CH2:15][C:8]=3[CH:7]=[C:6]([Cl:30])[C:5]=2[NH:4][N:3]=1

参加物

6

反応物 5

HCID 887MethanolHCID 962WaterHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 178500649HCID 178500649、化合物

生成物 1

HCID 178525539HCID 178525539、化合物収率 50%

反応条件

温度
50 °C

実験手順

(S)-Methyl 2-(1,4-dichloro-8-oxo-9-(2-(piperidin-1-yl)ethyl)-3,6,7,8,9,10-hexahydroazepino[3,4-e]indazol-7-yl)acetate (260 mg, 0.573 mmol) was dissolved in a mixture of tetrahydrofuran (5.0 mL, 61.6 mmol) and methanol (5.0 mL, 123 mmol). Water (5.0 mL, 278 mmol) was added to the mixture followed by lithium hydroxide hydrate (65 mg, 1.549 mmol). Mixture was warmed to 50° C. and held with stirring for 4.5 hours. Mixture was cooled to room temperature. Organic solvents were removed from the mixture by roto-vap. Residue was neutralized with 1.6 mL 1N hydrochloric acid and treated with ethyl acetate. Mixture sat at room temperature for 20 minutes allowing solids to form. Solids were filtered off and washed with water. Solids were dried in vacuo. Title compound was obtained as white solid in 50% yield. MS (M−H)−=437.1, 439.2.

後処理

  1. temperatureMixture was cooled to room temperature
  2. customOrganic solvents were removed from the mixture by roto-vap
  3. additiontreated with ethyl acetate
  4. waitMixture sat at room temperature for 20 minutes
  5. customto form
  6. filtrationSolids were filtered off
  7. washwashed with water
  8. customSolids were dried in vacuo

出典と根拠

ORDレコード
ord-d0d7529829c4406e9b7786c0c0522d2c
出典データセット
uspto-grants-2008_06
特許番号
US07384931B2

反応ノート

読み込み中…