Ethanolamine → HCID 10517507, compound

HRID 376304Notes

Reaction equation

HRID 376304 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[F:29])[C:5]([N:7]1[CH2:12][CH2:11][C:10]([CH2:14][N:15]2C(=O)C3C(=CC=CC=3)C2=O)([F:13])[CH2:9][CH2:8]1)=[O:6].C(CN)O>>[NH2:15][CH2:14][C:10]1([F:13])[CH2:11][CH2:12][N:7]([C:5]([C:4]2[CH:26]=[CH:27][C:28]([F:29])=[C:2]([Cl:1])[CH:3]=2)=[O:6])[CH2:8][CH2:9]1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 10835840HCID 10835840, compound

Product 1

HCID 10517507HCID 10517507, compoundYield 87.3%

Conditions

Temperature
55 °C

Procedure

0.10 g of 2-[l-(3-chloro-4-fluorobenzoyl)-4-fluoropiperidin-4-yl-methyl]isoindole-1,3-dione (0.238 mmol) and 0.50 ml of ethanolamine (8.28 mmol) are mixed and the solution obtained is heated at 55° C. under a nitrogen atmosphere for 2 hours. The mixture is poured into ice-cold water and then extracted with chloroform. The organic phase is washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, filtered and the solvent evaporated off. 0.06 g of the title product is obtained in the form of a colorless oil which is used in the next stage without further purification.

Workup

  1. customthe solution obtained
  2. additionThe mixture is poured into ice-cold water
  3. extractionextracted with chloroform
  4. washThe organic phase is washed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent evaporated off

Sources & evidence

ORD record
ord-bf7e1f113271449693dbc36542d7702a
Source dataset
uspto-grants-2000_02
Patent number
US06020345

Reaction notes

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