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

HRID 2266006노트

반응식

HRID 2266006 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 23938Palladium용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-2b586abba1f645e5afcb657bcd6eba3b
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858621B2

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