Hydrochloric Acid → HCID 57691168, 화합물

HRID 40399

반응식

HRID 40399 반응식
[CH3:1][O:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][C:9]([CH2:13][C:14](OC(C)(C)C)=O)=[CH:8][CH:7]=2.[Cl:21][C:22]1[N:27]=[N:26][C:25]([NH:28][NH2:29])=[CH:24][CH:23]=1.Cl.[OH-].[Na+]>C(Cl)Cl.O>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]2[N:26]([C:14]([CH2:13][C:9]3[CH:10]=[C:11]4[C:6](=[CH:7][CH:8]=3)[N:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:12]4)=[N:29][N:28]=2)[N:27]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 1007873-Chloro-6-hydrazinopyridazineHCID 59843087Tert-butyl 2-(3-methoxyquinolin-6-yl)acetate

생성물 1

HCID 57691168HCID 57691168, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
90 °C

실험 절차

To a 5 ml CEM microwave tube was added tert-butyl 2-(3-methoxyquinolin-6-yl)acetate (0.05 g, 0.2 mmol), 1-(6-chloropyridazin-3-yl)hydrazine (0.04 g, 0.3 mmol), water (0.5 mL) and hydrochloric acid (0.05 ml, 0.5 mmol). The vial was sealed and first heated at 90° C. for 30 min then placed into CEM microwave for 10 min. at 100° C., with 100 Watts of power via Powermax. The reaction mixture was adjusted the pH to 7 by adding 5 N NaOH—brown ppt. was generated. The brown ppt. was dissolved in DCM. The organic was washed with water, dried over MgSO4, and removed solvent in vacuo. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep®, P/N 68-2203-026, 12 g SiO2, DCM:EtOAc:MeOH=75%:20%:5%, Flow=30 mL/min). A peak at 25 min was collected. The solvent was removed in vacuo to afford the desired product as light yellowish solid. Wt: 20.0 mg. MS (ESI pos. ion) m/z: 326.53. Calc'd exact mass for C16H12ClN5O: 325.75.

후처리

  1. customThe vial was sealed
  2. washThe organic was washed with water
  3. dry with materialdried over MgSO4
  4. customremoved solvent in vacuo
  5. customThe crude product was purified
  6. customA peak at 25 min was collected
  7. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-d695cc1bcac14cd4b676cb42f2653bf4
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524900B2

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