3-Furanol, tetrahydro- → 3-[2-(Tetrahydro-furan-3-yloxy)-6-trifluoromethyl-pyridin-3-yl]-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide

HRID 2266001Notes

Reaction equation

HRID 2266001 reaction equation
Cl[C:2]1[C:7]([CH:8]=[CH:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[C:18]([F:20])[C:17]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[C:16]([C:26]#[CH:27])[CH:15]=2)=[O:11])=[CH:6][CH:5]=[C:4]([C:28]([F:31])([F:30])[F:29])[N:3]=1.[OH:32][CH:33]1[CH2:37][CH2:36][O:35][CH2:34]1>>[O:35]1[CH2:36][CH2:37][CH:33]([O:32][C:2]2[C:7]([CH:8]=[CH:9][C:10]([NH:12][CH2:13][C:14]3[CH:19]=[C:18]([F:20])[C:17]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[C:16]([C:26]#[CH:27])[CH:15]=3)=[O:11])=[CH:6][CH:5]=[C:4]([C:28]([F:31])([F:30])[F:29])[N:3]=2)[CH2:34]1

Participants

3

Reactant 2

HCID 99603-Furanol, tetrahydro-HCID 743823853-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide

Product 1

HCID 743826853-[2-(Tetrahydro-furan-3-yloxy)-6-trifluoromethyl-pyridin-3-yl]-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamideYield 39.6%

Procedure

3-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide (50 mg, 0.11 mmol) and 3-hydroxytetrahydrofuran (18 μl, 0.22 mmol) was reacted as in example 72 to give the title compound (23 mg, 21%).

Sources & evidence

ORD record
ord-678fa8fe71174a0f865208e577ad4c04
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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