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Hydrochloric Acid → HCID 178519969、化合物

HRID 2169362
ノート
印刷プレビュー

反応式

HRID 2169362 の反応式
[Si]([O:8][CH2:9][CH2:10][N:11]([CH:42]1[CH2:44][CH2:43]1)[C:12]([C:14]1[C:19]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:18]([OH:28])[N:17]=[C:16]([CH2:29][C:30]2([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[CH2:34][CH2:33][CH2:32][CH2:31]2)[N:15]=1)=[O:13])(C(C)(C)C)(C)C.Cl.C(OCC)(=O)C.C([O-])(O)=O.[Na+]>O1CCCC1.CCCCCC>[CH:42]1([N:11]([CH2:10][CH2:9][OH:8])[C:12]([C:14]2[C:19]([O:20][CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[C:18]([OH:28])[N:17]=[C:16]([CH2:29][C:30]3([C:35]4[CH:36]=[CH:37][C:38]([Cl:41])=[CH:39][CH:40]=4)[CH2:31][CH2:32][CH2:33][CH2:34]3)[N:15]=2)=[O:13])[CH2:44][CH2:43]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 178455278HCID 178455278、化合物

生成物 1

HCID 178519969HCID 178519969、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒
HCID 8058
Hexane
溶媒

実験手順

To a stirred solution of 5-benzyloxy-2-[1-(4-chlorophenyl)-cyclopentylmethyl]-6-hydroxypyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-cyclopropyl-amide (325) (100 mg, 0.16 mmol) in tetrahydrofuran was added 1N HCl (5 ml) at room temperature and stirring was continued for 30 min wile silica thin layer chromatography was performed (60% ethyl acetate in hexane; Rf=0.4). After completion of the reaction, solid NaHCO3 was added to the reaction mixture which was basified up to about pH 8 and extracted with ethyl acetate (3×30 mL). The combined extracts were dried and concentrated to get 5-benzyloxy-2-[1-(4-chlorophenyl)-cyclopentylmethyl]-6-hydroxypyrimidine-4-carboxylic acid cyclopropyl-(2-hydroxyethyl)-amide (326) as a brown sticky mass. This was used in the next step without purification.

後処理

  1. additionwas added to the reaction mixture which
  2. extractionextracted with ethyl acetate (3×30 mL)
  3. customThe combined extracts were dried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-8d039006f7894cc4816624d8fb9db677
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09045486B2

反応ノート

読み込み中…

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