Trifluoroacetic acid → 2-Amino-N-(1-benzylpiperidin-4-yl)-3-fluorobenzamide

HRID 2099729ノート

反応式

HRID 2099729 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:18]=2[NH:24]C(=O)OC(C)(C)C)=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:24][C:18]1[C:19]([F:23])=[CH:20][CH:21]=[CH:22][C:17]=1[C:15]([NH:14][CH:11]1[CH2:12][CH2:13][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9][CH2:10]1)=[O:16]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 59639684tert-Butyl 2-(1-benzylpiperidin-4-ylcarbamoyl)-6-fluorophenylcarbamate

生成物 1

HCID 211021192-Amino-N-(1-benzylpiperidin-4-yl)-3-fluorobenzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl 2-(1-benzylpiperidin-4-ylcarbamoyl)-6-fluorophenylcarbamate (67.0 g, 157 mmol) in dichloromethane (700 mL) at 0° C. was added trifluoroacetic acid (100 mL). The ice bath was removed and the reaction stirred at room temperature overnight. The reaction was concentrated and partitioned between ethyl acetate and saturated sodium bicarbonate. The aqueous portion was extracted with ethyl acetate (2×), which were washed with water (3×), then brine, dried over magnesium sulfate, and concentrated to give 47.6 g (93%) as a white solid which was used without purification. Mass spec.: 328.33 (MH)+.

後処理

  1. customThe ice bath was removed
  2. concentrationThe reaction was concentrated
  3. custompartitioned between ethyl acetate and saturated sodium bicarbonate
  4. extractionThe aqueous portion was extracted with ethyl acetate (2×), which
  5. washwere washed with water (3×)
  6. dry with materialbrine, dried over magnesium sulfate
  7. concentrationconcentrated
  8. customto give 47.6 g (93%) as a white solid which
  9. customwas used without purification

出典と根拠

ORDレコード
ord-b8fbe27ca41b4cff86abe6bac1158d65
出典データセット
uspto-grants-2009_08
特許番号
US07569578B2

反応ノート

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