Ethyl chloroformate → HCID 68420513, compound

HRID 1951307Notes

Reaction equation

HRID 1951307 reaction equation
[O:1]=[C:2]1[N:11]([CH2:12][CH2:13][CH2:14][NH:15][CH2:16][CH2:17][CH2:18][CH2:19][NH:20][CH2:21][CH2:22][CH2:23][N:24]2[C:33](=[O:34])[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[NH:26][C:25]2=[O:35])[C:10](=[O:36])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.Cl[C:38]([O:40][CH2:41][CH3:42])=[O:39]>N1C=CC=CC=1>[CH2:41]([O:40][C:38](=[O:39])[N:15]([CH2:14][CH2:13][CH2:12][N:11]1[C:10](=[O:36])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C:2]1=[O:1])[CH2:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:21][CH2:22][CH2:23][N:24]1[C:33](=[O:34])[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[NH:26][C:25]1=[O:35])[C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH3:42]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 44229311HCID 44229311, compound

Product 1

HCID 68420513HCID 68420513, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-(3-{4-[3-(2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)propylamino]butylamino}propyl)-1H-quinazoline-2,4-dione(2 g, 4.1 mmol) was dissolved in 40 mL pyridine and ethyl chloroformate (0.46 mL, 4.9 mmol) was added thereto. After 2 hours, pyridine was removed under reduced pressure and dichloromethane and water was added to the remaining residue. After each layer was separated, dichloromethane was removed and silica gel column-chromatography of the remaining residue was performed to give the title compound of yellow solid (0.61 g, 24%).

Workup

  1. custompyridine was removed under reduced pressure and dichloromethane and water
  2. additionwas added to the remaining residue
  3. customAfter each layer was separated
  4. customdichloromethane was removed

Sources & evidence

ORD record
ord-45d87137209644ceaf172a322106aacc
Source dataset
uspto-grants-2013_03
Patent number
US08404696B2

Reaction notes

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