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

HRID 1431385ノート

反応式

HRID 1431385 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d35c25082341449ca19ac65fe62a9fb8
出典データセット
uspto-grants-2015_01
特許番号
US08940724B2

反応ノート

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