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Isopropyl iodide → N-(4-(Dimethylphosphoryl)phenyl)-2-isopropyl-9-vinyl-9H-purin-6-amine

HRID 2041928
ノート
印刷プレビュー

反応式

HRID 2041928 の反応式
[CH:1](I)([CH3:3])[CH3:2].[CH3:5][P:6]([C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[N:24]=[C:23](I)[N:22]=[C:21]3[C:17]=2[N:18]=[CH:19][N:20]3[CH:26]=[CH2:27])=[CH:11][CH:10]=1)([CH3:8])=[O:7].[I-].C([Zn+])(C)C.C1COCC1>CN(C=O)C.[Zn].C1COCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:5][P:6]([C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[N:24]=[C:23]([CH:1]([CH3:3])[CH3:2])[N:22]=[C:21]3[C:17]=2[N:18]=[CH:19][N:20]3[CH:26]=[CH2:27])=[CH:11][CH:10]=1)([CH3:8])=[O:7]
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 3

HCID 6362Isopropyl iodideHCID 86631263N-(4-(dimethylphosphoryl)phenyl)-2-iodo-9-vinyl-9H-purin-6-amineHCID 178420666HCID 178420666、化合物

生成物 1

HCID 68926097N-(4-(Dimethylphosphoryl)phenyl)-2-isopropyl-9-vinyl-9H-purin-6-amine

試薬・触媒・溶媒 3

HCID 70451953Zinc THF触媒
HCID 178418476
HCID 178418476、化合物
触媒
HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

In a dry Argon atmosphere Reike Zinc/THF suspension (5 g/100 mL) (2.54 mL, 2.0 mmol) was transferred into a round-bottom flask via syringe with a 12 gauge needle. Then isopropyl iodide (0.18 mL, 1.82 mmol) was added and stirring was started right away. The content turned warm and stirring was continued at rt for 4-5 hours. In a 10 mL CEM microwave tube was dissolved N-(4-(dimethylphosphoryl)phenyl)-2-iodo-9-vinyl-9H-purin-6-amine (0.20 g, 0.46 mmol), PdCl2(PPh3)2 (19 mg, 0.027 mmol) in 1 mL dry DMF. Isopropylzinc iodide/THF solution was transferred to the microwave tube via syringe. The reaction was heated on microwave (60° C./5 min). The reaction mixture was filtered through celite, washed with EtOAc, the filtrate was concentrated, purified on ISCO combiFlash Column (SiO2, 12 g).

後処理

  1. temperatureThe content turned warm
  2. stirringstirring
  3. filtrationThe reaction mixture was filtered through celite
  4. washwashed with EtOAc
  5. concentrationthe filtrate was concentrated
  6. custompurified on ISCO combiFlash Column (SiO2, 12 g)

出典と根拠

ORDレコード
ord-c288d0a888e643ed8a2cd843316fd7f9
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08586566B2

反応ノート

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