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Water → HCID 178433404、化合物

HRID 1661072
ノート
印刷プレビュー

反応式

HRID 1661072 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[C:7]1([CH2:11][CH2:10][NH:9][CH2:8]1)[CH2:6][CH2:5]2.C([O-])([O-])=O.[K+].[K+].[Na+].[I-].O.[Cl:24][CH2:25][CH2:26][CH2:27][S:28][C:29]1[N:33]=[C:32]([C:34]2[O:38][CH:37]=[N:36][C:35]=2[CH3:39])[NH:31][N:30]=1>CN(C=O)C>[ClH:24].[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[C:7]1([CH2:11][CH2:10][N:9]([CH2:25][CH2:26][CH2:27][S:28][C:29]3[NH:30][N:31]=[C:32]([C:34]4[O:38][CH:37]=[N:36][C:35]=4[CH3:39])[N:33]=3)[CH2:8]1)[CH2:6][CH2:5]2
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 962WaterHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 592339285-Bromo-2,3-dihydrospiro[1H-indene-1,3′-pyrrolidine]HCID 67430173HCID 67430173、化合物

生成物 1

HCID 178433404HCID 178433404、化合物

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
80 °C

実験手順

To a solution of 5-bromo-2,3-dihydrospiro[indene-1,3′-pyrrolidine] (Prep4, 0.04 g, 0.159 mmol) in dry DMF (1 ml), 3-[(3-chloropropyl)thio]-5-(4-methyl-1,3-oxazol-5-yl)-1H-1,2,4-triazole (reference procedure for preparation described in WO05/080382, 0.058 g, 0.213 mmol) was added. Then, K2CO3 (0.029 g) and NaI (0.028 g) were added and the mixture was heated at 80° C. for 24 hours. Water was then added and the solution was extracted with ethyl acetate. The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by a silica SPE cartridge eluting with dichloromethane/methanol from 100/0 to 98/to obtain 0.036 g of the title compound as free base. To a solution of this material in dichloromethane (1 mL) was added 0.073 mL of HCl (1M in Et2O), the solvent was evaporated in vacuo and the material thus obtained triturated with Et2O to give 32 mg of the title compound as a white slightly hygroscopic solid.

後処理

  1. additionwas added
  2. extractionthe solution was extracted with ethyl acetate
  3. washThe organic phase was washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by a silica SPE cartridge
  7. washeluting with dichloromethane/methanol from 100/0 to 98/to

出典と根拠

ORDレコード
ord-750b14ebc5f04c019266bfdf4b647ef7
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08030322B2

反応ノート

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