Potassium Hydroxide → HCID 20202872, compound

HRID 978449Notes

Reaction equation

HRID 978449 reaction equation
[F:1][C:2]1[CH:40]=[CH:39][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][NH:16][C:17]([C:19]3[CH:24]=[C:23]([O:25][CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:22]=[CH:21][C:20]=3[NH:33][C:34](=O)[O:35]CC)=[O:18])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[OH-].[K+]>O>[F:1][C:2]1[CH:40]=[CH:39][C:5]([C:6]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][N:16]3[C:17](=[O:18])[C:19]4[C:20](=[CH:21][CH:22]=[C:23]([O:25][CH2:26][C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=5)[CH:24]=4)[NH:33][C:34]3=[O:35])[CH2:12][CH2:13]2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 54545173HCID 54545173, compound

Product 1

HCID 20202872HCID 20202872, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 9.3 parts of ethyl [2-[[[2-[4-(4-fluorobenzoyl)-1-piperidinyl]ethyl]amino]carbonyl]-4-(phenylmethoxy)phenyl]carbamate and 100 parts of a potassium hydroxide solution 10% in water was stirred in an oil-bath for 8 hours at 100° C. After cooling to room temperature, the precipitated product was filtered off, dried and boiled in 16 parts of methanol. Upon cooling to room temperature, the precipitated product was filtered off and dried in vacuo at 50° C., yielding 7.05 parts (83%) of 3-[2-[4-(4-fluorobenzoyl)-1-piperidinyl]ethyl]-6-(phenylmethoxy)-2,4-(1H,3H)-quinazolinedione (4).

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe precipitated product was filtered off
  3. customdried
  4. temperatureUpon cooling to room temperature
  5. filtrationthe precipitated product was filtered off
  6. customdried in vacuo at 50° C.

Sources & evidence

ORD record
ord-d9959d6ccb894cc6b76e3e3f58d5628a
Source dataset
uspto-grants-1987_05
Patent number
US04665075

Reaction notes

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