5-Aminoisoquinoline → 1-Cyclopentyl-3-(isoquinolin-5-yl)urea

HRID 63827

반응식

HRID 63827 반응식
[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([NH2:11])[C:5]=2[CH:4]=[CH:3][N:2]=1.CCN(C(C)C)C(C)C.[N:21]([CH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1)=[C:22]=[O:23]>C(Cl)Cl>[CH:24]1([NH:21][C:22]([NH:11][C:6]2[CH:7]=[CH:8][CH:9]=[C:10]3[C:5]=2[CH:4]=[CH:3][N:2]=[CH:1]3)=[O:23])[CH2:28][CH2:27][CH2:26][CH2:25]1

참가 물질

5

반응물 3

HCID 707665-AminoisoquinolineHCID 81531DiisopropylethylamineHCID 643500Cyclopentyl Isocyanate

생성물 1

HCID 471931071-Cyclopentyl-3-(isoquinolin-5-yl)urea

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To isoquinolin-5-amine (0.23 g, 1.595 mmol) in DCM (5 mL) was added DIEA (0.557 mL, 3.19 mmol) and isocyanatocyclopentane (0.180 mL, 1.595 mmol). After 24 h, the reaction was quenched with H2O (15 mL) and extracted with EtOAc (3×30 mL). The combined organic layers were washed with brine (10 mL) and dried (MgSO4). The impure yellow solid was collected and was carried onto the next step. MS (ESI) m/z: 256 (M+H)+.

후처리

  1. customthe reaction was quenched with H2O (15 mL)
  2. extractionextracted with EtOAc (3×30 mL)
  3. washThe combined organic layers were washed with brine (10 mL)
  4. dry with materialdried (MgSO4)
  5. customThe impure yellow solid was collected

출처 및 근거

ORD 기록
ord-1795619309db438199d1eeb3372fdb91
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447110B2

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