Methanol → N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-yl)-propionamide

HRID 2266006ノート

反応式

HRID 2266006 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:27]=[C:28]([F:35])[C:29]=1[NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[CH2:6][NH:7][C:8](=[O:26])[CH:9]=[CH:10][C:11]1[C:12]([N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)=[N:13][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:15][CH:16]=1)#[CH:2].CO>[Pd]>[C:1]([C:3]1[CH:4]=[C:5]([CH:27]=[C:28]([F:35])[C:29]=1[NH:30][S:31]([CH3:34])(=[O:32])=[O:33])[CH2:6][NH:7][C:8](=[O:26])[CH2:9][CH2:10][C:11]1[C:12]([N:21]2[CH2:22][CH2:23][CH2:24][CH2:25]2)=[N:13][C:14]([C:17]([F:18])([F:20])[F:19])=[CH:15][CH:16]=1)#[CH:2]

参加物

4

反応物 2

HCID 887MethanolHCID 74382535N-(3-Ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-yl)-acrylamide

生成物 1

HCID 59598267N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-yl)-propionamide収率 100.9%

試薬・触媒・溶媒 1

HCID 23938Palladium溶媒

実験手順

To a suspension of N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-yl)-acrylamide (15 mg, 0.029 mmol) in 5% Pd/C (5 mg) was added CH3OH (1.0 ml). The mixture was purged three times with hydrogen gas (50 psi) and then shaken for 40 min at room temperature. The reaction mixture was filtered over celite pad and concentrated under reduced pressure. The crude residue was chromatographed to yield the N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-(2-pyrrolidin-1-yl-6-trifluoromethyl-pyridin-3-yl)-propionamide (15 mg, 98%).

後処理

  1. customThe mixture was purged three times with hydrogen gas (50 psi)
  2. filtrationThe reaction mixture was filtered over celite pad
  3. concentrationconcentrated under reduced pressure
  4. customThe crude residue was chromatographed

出典と根拠

ORDレコード
ord-2b586abba1f645e5afcb657bcd6eba3b
出典データセット
uspto-grants-2010_12
特許番号
US07858621B2

反応ノート

読み込み中…