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1,1-Dichloroethane → HCID 89922435、化合物

HRID 921814
ノート
印刷プレビュー

反応式

HRID 921814 の反応式
[Cl:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][CH:11]3[NH:14][CH2:15][CH2:16][CH:10]3[CH2:9]2)=[CH:6][C:5]([C:17]#[N:18])=[CH:4][C:3]=1[NH:19][C:20]1[N:25]=[C:24]([N:26]([CH:36]2[CH2:38][CH2:37]2)CC2C=CC(OC)=CC=2)[C:23]2=[N:39][CH:40]=[C:41]([C:42]#[N:43])[N:22]2[N:21]=1.C1(OC)C=CC=CC=1.C(O)(C(F)(F)F)=O.ClC(Cl)C>>[Cl:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][CH:11]3[NH:14][CH2:15][CH2:16][CH:10]3[CH2:9]2)=[CH:6][C:5]([C:17]#[N:18])=[CH:4][C:3]=1[NH:19][C:20]1[N:25]=[C:24]([NH:26][CH:36]2[CH2:37][CH2:38]2)[C:23]2=[N:39][CH:40]=[C:41]([C:42]#[N:43])[N:22]2[N:21]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 63651,1-DichloroethaneHCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 899228312-((2-chloro-5-cyano-3-(hexahydro-1H-pyrrolo[3,2-c]pyridin-5(6H)-yl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

生成物 1

HCID 89922435HCID 89922435、化合物収率 89%

実験手順

A solution of 2-((2-chloro-5-cyano-3-(hexahydro-1H-pyrrolo[3,2-c]pyridin-5(6H)-yl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (58 mg, 0.097 mmol), anisole (0.043 ml, 0.390 mmol) and 25% TFA in dichloroethane (2 ml, 6.49 mmol) was heated at 35° C. overnight. Solvent was evaporated in vacuo and the crude was dissolved in acetonitrile (1 ml) and neutralized with 2N ammonia in methanol (1 ml). The crude product was purified by flash chromatography on silica gel using an automated ISCO system (24 g gold column, eluting with 1-12% 2 N ammonia in methanol/dichloromethane). 2-((2-chloro-5-cyano-3-(hexahydro-1H-pyrrolo[3,2-c]pyridin-5(6H)-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (41 mg) was obtained as a white solid.

後処理

  1. customSolvent was evaporated in vacuo
  2. dissolutionthe crude was dissolved in acetonitrile (1 ml)
  3. customThe crude product was purified by flash chromatography on silica gel using
  4. washan automated ISCO system (24 g gold column, eluting with 1-12% 2 N ammonia in methanol/dichloromethane)

出典と根拠

ORDレコード
ord-d2dfd6819cf44e698e2893726b336d2f
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09273057B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート