Malonic Acid → HCID 68967680, compound

HRID 226450Notes

Reaction equation

HRID 226450 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][N:12]=1.C(O)(=O)[CH2:20][C:21]([OH:23])=[O:22].N1CCCCC1>N1C=CC=CC=1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][C:11]1[N:12]=[CH:13][C:14](/[CH:15]=[CH:20]/[C:21]([OH:23])=[O:22])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 86603758HCID 86603758, compound

Product 1

HCID 68967680HCID 68967680, compoundYield 100.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred solution of 6-(2,3-dihydro-1H-inden-2-ylamino)nicotinaldehyde (160 mg) and malonic acid (84 mg) in pyridine (6 mL) was added piperidine (0.01 mL), and the mixture was stirred at 100° C. for 2 hours. The solvent was evaporated in vacuo and the resulting powder was collected by filtration to give (2E)-3-[6-(2,3-dihydro-1H-inden-2-ylamino)-3-pyridinyl]acrylic acid (190 mg) as a pale yellow powder.

Workup

  1. customThe solvent was evaporated in vacuo
  2. filtrationthe resulting powder was collected by filtration

Sources & evidence

ORD record
ord-da2b786a21b744e981ef8718c6f77d24
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

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