4-[3-(4-Chlorobenzyl)-6-(2,2-difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carbaldehyde → 6-(2,2-Difluoroethoxy)-1-(piperidin-4-yl)quinazoline-2,4(1H,3H)-dione

HRID 80475Notes

Reaction equation

HRID 80475 reaction equation
ClC1C=CC(C[N:7]2[C:16](=[O:17])[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH2:19][CH:20]([F:22])[F:21])[CH:14]=3)[N:9]([CH:23]3[CH2:28][CH2:27][N:26](C=O)[CH2:25][CH2:24]3)[C:8]2=[O:31])=CC=1>C(O)=O>[F:22][CH:20]([F:21])[CH2:19][O:18][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH:23]1[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]1)[C:8](=[O:31])[NH:7][C:16]2=[O:17]

Participants

3

Reactant 1

HCID 252535004-[3-(4-Chlorobenzyl)-6-(2,2-difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carbaldehyde

Product 1

HCID 866478036-(2,2-Difluoroethoxy)-1-(piperidin-4-yl)quinazoline-2,4(1H,3H)-dioneYield 159.9%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 5.63 g of 1,1-dimethylethyl 4-[6-(2,2-difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carboxylate obtained in stage 3.5 in 70 ml of formic acid is stirred at AT for 2 h 00. The solvent is evaporated under reduced pressure to give 6.13 g of the expected product in the form of the formic acid salt.

Workup

  1. customThe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-b041409a3f5f44449dd2de3dc6b866c0
Source dataset
uspto-grants-2014_09
Patent number
US08846654B2

Reaction notes

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