1,4,5,6,7,8-Hexahydropyrrolo[3,2-B]azepine → 3-piperidin-1-yl-1-(5,6,7,8-tetrahydro-1H-pyrrolo[3,2-b]azepin-4-yl)-propan-1-one

HRID 1839659

反応式

HRID 1839659 の反応式
[NH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][NH:5][C:4]=2[CH:3]=[CH:2]1.[N:11]1([CH2:17][CH2:18][C:19](Cl)=[O:20])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>C(Cl)Cl>[N:11]1([CH2:17][CH2:18][C:19]([N:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]3[NH:1][CH:2]=[CH:3][C:4]2=3)=[O:20])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

参加物

4

反応物 2

HCID 225617901,4,5,6,7,8-Hexahydropyrrolo[3,2-B]azepineHCID 225619131-Piperidinepropanoyl chloride

生成物 1

HCID 225618943-piperidin-1-yl-1-(5,6,7,8-tetrahydro-1H-pyrrolo[3,2-b]azepin-4-yl)-propan-1-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 3-piperidin-1-yl-propionic acid (472 mg, 3 mmol) in DCM (15 mL) at 0° C. was added oxalyl chloride (4.5 mmol) followed by one drop of DMF. After stirring for 2 hours at rt, the solvent was removed to give 3-piperidin-1-yl-propionyl chloride as a white solid. To a solution of 1,4,5,6,7,8-hexahydro-pyrrolo[3,2-b]azepine (347 mg, 2.55 mmol) in DCM (10 mL) was added TEA (1 eq.) and 1-piperidinepropionic acid chloride. The mixture was stirred at rt for overnight. The reaction was diluted with DCM, washed with NaHCO3, brine, dried and concentrated. The residue was purified on a silica gel column to give 230 mg of 3-piperidin-1-yl-1-(5,6,7,8-tetrahydro-1H-pyrrolo[3,2-b]azepin-4-yl)-propan-1-one as a light brown gel.

後処理

  1. washwashed with NaHCO3, brine
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was purified on a silica gel column

出典と根拠

ORDレコード
ord-e32e6bbf8f544ddba2ca46a64befd9dd
出典データセット
uspto-grants-2004_01
特許番号
US06677368B2

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