HCID 10591945、化合物 → HCID 10513010、化合物

HRID 431025ノート

反応式

HRID 431025 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]1[C@@H:13]([CH2:14][F:15])[CH2:12][N:11]([C@@H](C2C=CC=CC=2)C)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].C(O)C>[C:1]([O:5][C:6]([NH:8][C@H:9]1[C@@H:13]([CH2:14][F:15])[CH2:12][NH:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 1

HCID 10591945HCID 10591945、化合物

生成物 1

HCID 10513010HCID 10513010、化合物収率 79%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

10% Palladium on carbon catalyst (640 mg) was added to an ethanol (15 ml) solution of 3-(S)-tert-butoxycarbonylamino-4-(S)-fluoromethyl-N-[1-(R)-phenylethyl]pyrrolidine (644 mg, 2.00 mmol), and the mixture was subjected to 2 hours of catalytic hydrogenation at 50° C. After removal of the catalyst by filtration, the solvent in the resulting filtrate was evaporated, and the thus obtained residue was mixed with 10% citric acid aqueous solution and washed with dichloromethane (15 ml×3) and diethyl ether (15 ml×1). The aqueous layer was adjusted to pH 10 to 11 with 1N sodium hydroxide aqueous solution and then extracted with chloroform (50 ml×4). The organic layer was dried over sodium sulfate, the solvent was evaporated and then the resulting residue was purified by recrystallizing it from a chloroform-n-hexane mixed solvent to give 344 mg (79%) of the title compound in the form of white crystals.

後処理

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. customthe solvent in the resulting filtrate was evaporated
  4. additionthe thus obtained residue was mixed with 10% citric acid aqueous solution
  5. washwashed with dichloromethane (15 ml×3) and diethyl ether (15 ml×1)
  6. extractionextracted with chloroform (50 ml×4)
  7. dry with materialThe organic layer was dried over sodium sulfate
  8. customthe solvent was evaporated
  9. customthe resulting residue was purified
  10. customby recrystallizing it from a chloroform-n-hexane mixed solvent

出典と根拠

ORDレコード
ord-9776ae3f67b547af81b42f26b341869c
出典データセット
uspto-grants-2003_12
特許番号
US06656952B2

反応ノート

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