Water → HCID 52950664, compound

HRID 83020Notes

Reaction equation

HRID 83020 reaction equation
[OH-].[Na+:2].[O:3]=[C:4]1[NH:9][C:8]2[N:10]=[CH:11][C:12](/[CH:14]=[CH:15]/[C:16](=[O:28])[N:17]3[CH2:20][CH:19]([O:21][CH2:22][C:23]4[S:24][CH:25]=[CH:26][CH:27]=4)[CH2:18]3)=[CH:13][C:7]=2[CH2:6][N:5]1[CH2:29][C:30]([O:32]CC)=[O:31].O>CO>[O:3]=[C:4]1[NH:9][C:8]2[N:10]=[CH:11][C:12](/[CH:14]=[CH:15]/[C:16](=[O:28])[N:17]3[CH2:20][CH:19]([O:21][CH2:22][C:23]4[S:24][CH:25]=[CH:26][CH:27]=4)[CH2:18]3)=[CH:13][C:7]=2[CH2:6][N:5]1[CH2:29][C:30]([O-:32])=[O:31].[Na+:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 68338152(E)-Ethyl 2-(2-oxo-6-(3-oxo-3-(3-(thiophen-2-ylmethoxy)azetidin-1-yl)prop-1-enyl)-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)acetate

Product 1

HCID 52950664HCID 52950664, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of sodium hydroxide (1N, 438 μL, 0.44 mmol) was added to a suspension of (E)-ethyl 2-(2-oxo-6-(3-oxo-3-(3-(thiophen-2-ylmethoxy)azetidin-1-yl)prop-1-enyl)-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)acetate (100 mg, 0.22 mmol) in methanol (5 mL) at room temperature. The reaction mixture was refluxed for 15 minutes then poured into cold water. The resulting precipitate was filtered and washed with diethyl ether. The title product was obtained as a white solid (53.5 mg, 54%).

Workup

  1. temperatureThe reaction mixture was refluxed for 15 minutes
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-33b201f5a01b498eadf45c09e2a1cfbc
Source dataset
uspto-grants-2014_09
Patent number
US08846711B2

Reaction notes

Loading…