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1,1-Dichloroethane → HCID 89922435, 화합물

HRID 921814
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HRID 921814 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 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

생성물 1

HCID 89922435HCID 89922435, 화합물수율 89%

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d2dfd6819cf44e698e2893726b336d2f
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273057B2

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