Sodium Hydroxide → (4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(5-((diphenylmethylene)amino)pyridin-3-yl)methanone

HRID 82257ノート

反応式

HRID 82257 の反応式
[Cl:1][C:2]1[C:3]2[C:10]([CH:11]([C:13]3[CH:14]=[N:15][CH:16]=[C:17]([N:19]=[C:20]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH:18]=3)[OH:12])=[CH:9][N:8]([CH3:33])[C:4]=2[N:5]=[CH:6][N:7]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[OH-].[Na+]>C(Cl)Cl>[Cl:1][C:2]1[C:3]2[C:10]([C:11]([C:13]3[CH:14]=[N:15][CH:16]=[C:17]([N:19]=[C:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:18]=3)=[O:12])=[CH:9][N:8]([CH3:33])[C:4]=2[N:5]=[CH:6][N:7]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 159087TriacetoxyperiodinaneHCID 86672118(4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(5-((diphenylmethylene)amino)pyridin-3-yl)methanol

生成物 1

HCID 86672119(4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(5-((diphenylmethylene)amino)pyridin-3-yl)methanone収率 99%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(5-((diphenylmethylene)amino)pyridin-3-yl)methanol (Preparation 228, 11.4 g, 25 mmol) in CH2Cl2 (150 mL), Dess-Martin periodinane (15.9 g, 37 mmol) was added in portions. The reaction mixture was stirred at room temperature for 10 hours and then aqueous NaOH (30 mL) was added. The mixture was stirred for a further 0.5 hours. The mixture was then separated and the aqueous layer was exacted by CH2Cl2 (100 mL×2). The combined organic layers were concentrated and washed with ether to provide the title compound as a brown solid in 99% yield, 11 g.

後処理

  1. stirringThe mixture was stirred for a further 0.5 hours
  2. customThe mixture was then separated
  3. concentrationThe combined organic layers were concentrated
  4. washwashed with ether

出典と根拠

ORDレコード
ord-0b35e63e66e446f1ba025cc8ad331e9c
出典データセット
uspto-grants-2014_09
特許番号
US08846698B2

反応ノート

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