2,2-Dimethyl-4-(6-morpholino-5-nitropyridin-3-yl)morpholine → 5-(2,2-Dimethylmorpholino)-2-morpholinopyridin-3-amine

HRID 1431385노트

반응식

HRID 1431385 반응식
[CH3:1][C:2]1([CH3:23])[O:7][CH2:6][CH2:5][N:4]([C:8]2[CH:9]=[N:10][C:11]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[C:12]([N+:14]([O-])=O)[CH:13]=2)[CH2:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:23])[CH2:3][N:4]([C:8]2[CH:13]=[C:12]([NH2:14])[C:11]([N:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)=[N:10][CH:9]=2)[CH2:5][CH2:6][O:7]1

참가 물질

4

반응물 1

HCID 596311902,2-Dimethyl-4-(6-morpholino-5-nitropyridin-3-yl)morpholine

생성물 1

HCID 596312285-(2,2-Dimethylmorpholino)-2-morpholinopyridin-3-amine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A solution of 2,2-dimethyl-4-(6-morpholino-5-nitropyridin-3-yl)morpholine (490 mg, 1.52 mmol; described herein) in 30 mL MeOH was reduced in a Thalles H-Cube® hydrogenator using a 10% Pd/C CatCart column (20 bar, 25° C., 1 mL/min flow rate.) The reaction mixture was then concentrated, diluted with EtOAc, and extracted with 1M HCl. The aq. layer was washed with DCM and basified with 1M NaOH. The product was extracted with EtOAc, dried (magnesium sulfate), and concentrated, affording 5-(2,2-dimethylmorpholino)-2-morpholinopyridin-3-amine as a beige powder. Mass Spectrum (ESI) m/e=293.2 (M+1).

후처리

  1. concentrationwas then concentrated
  2. additiondiluted with EtOAc
  3. extractionextracted with 1M HCl
  4. washThe aq. layer was washed with DCM and basified with 1M NaOH
  5. extractionThe product was extracted with EtOAc
  6. dry with materialdried (magnesium sulfate)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d35c25082341449ca19ac65fe62a9fb8
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940724B2

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