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Hydrochloric Acid → Methyl 5-(4-isopropyl-4-methyl-5-oxo-2-imidazolidinyl)furo[3,2-b]pyridine-6-carboxylate

HRID 256123
ノート
印刷プレビュー

反応式

HRID 256123 の反応式
[CH:1]([C:4]1([CH3:23])[C:8](=[O:9])[NH:7][C:6]([C:10]2[N:15]=[C:14]3[CH:16]=[CH:17][O:18][C:13]3=[CH:12][C:11]=2[C:19]([O:21][CH3:22])=[O:20])=[N:5]1)([CH3:3])[CH3:2].Cl.C([BH3-])#N.[Na+].[OH-].[Na+]>CO.CN(C1C=CC(N=NC2C=CC(S(O)(=O)=O)=CC=2)=CC=1)C>[CH:1]([C:4]1([CH3:23])[C:8](=[O:9])[NH:7][CH:6]([C:10]2[N:15]=[C:14]3[CH:16]=[CH:17][O:18][C:13]3=[CH:12][C:11]=2[C:19]([O:21][CH3:22])=[O:20])[NH:5]1)([CH3:3])[CH3:2]
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 4

HCID 313Hydrochloric Acid3 回HCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydride2 回HCID 20163988Methyl 5-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)furo[3,2-b]pyridine-6-carboxylate

生成物 1

HCID 20163997Methyl 5-(4-isopropyl-4-methyl-5-oxo-2-imidazolidinyl)furo[3,2-b]pyridine-6-carboxylate

試薬・触媒・溶媒 2

HCID 11037Benzenesulfonic acid, 4-(2-(4-(dimethylamino)phenyl)diazenyl)-触媒
HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

A solution of 22.1 mmol of methyl 5-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)furo[3,2-b]pyridine-6-carboxylate in methanol is cooled to 0° C. and a few drops of methyl orange indicator added. The solution is stirred and treated with 22.1 mmol of concentrated hydrochloric acid. The solution is then treated with 22.1 mmol of sodium cyanoborohydride, and the pH maintained at ~3 by the addition of 2N methanolic HCl, stirred overnight, cooled to 0° C. and the pH of the solution adjusted to about 0 with HCl to decompose residual NaCNBH3. The pH is thereafter adjusted to 5-6 with 5N NaOH. The methanol is removed in vacuo and water added to dissolve inorganic salts. The mixture is extracted with CH2Cl2 and the extracts dried and concentrated to give the title compound.

後処理

  1. stirringstirred overnight
  2. customThe methanol is removed in vacuo and water
  3. additionadded
  4. dissolutionto dissolve inorganic salts
  5. extractionThe mixture is extracted with CH2Cl2
  6. customthe extracts dried
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-1339a0d0f72a414ebde117ac8075cb78
出典データセット
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04701208

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート