Hydrazine → HCID 21104165, 화합물

HRID 1354817노트

반응식

HRID 1354817 반응식
[CH2:1]([O:8][C:9]1[CH:27]=[C:26]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:25]=[CH:24][C:10]=1[C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][C:15]=1[OH:23])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN>CO.C1COCC1.[Ni]>[NH2:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:11](=[O:12])[C:10]2[CH:24]=[CH:25][C:26]([O:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:27][C:9]=2[O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[C:15]([OH:23])[CH:16]=1

참가 물질

6

반응물 2

HCID 9321HydrazineHCID 21103673HCID 21103673, 화합물

생성물 1

HCID 21104165HCID 21104165, 화합물수율 59.9%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

Compound 39 (470 mg, 1 mmol) was dissolved in MeOH (15 mL) and THF (15 mL). Raney Nickel (50% slurry in water) (2 mL) was added to the reaction mixture followed by anhydrous hydrazine (1 mL). The reaction mixture was stirred at room temperature for 30 minutes until the bubbling was stopped. The solid was filtered off through Celite under reduced pressure and washed with MeOH. The solvent was removed under reduced pressure. Liquid-liquid extraction was performed using CHCl3 (15 mL) and H2O (8 mL×2). The organic layer was dried over MgSO4, filtered and concentrated to give the compound 40 (263.8 mg, 59.9% crude yield) LC-MS (ESI): m/e=441.1 [M+1]+

후처리

  1. filtrationThe solid was filtered off through Celite under reduced pressure
  2. washwashed with MeOH
  3. customThe solvent was removed under reduced pressure
  4. extractionLiquid-liquid extraction
  5. dry with materialThe organic layer was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9d490996b5764c038fde2d1df3de17c0
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07223759B2

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