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

HRID 884498Notes

Reaction equation

HRID 884498 reaction equation
[F:1][CH:2]([F:30])[CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH:15]1[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]1)[C:10](=[O:28])[NH:9][C:8]2=[O:29]>C(O)=O>[F:30][CH:2]([F:1])[CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH:15]1[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]1)[C:10](=[O:28])[NH:9][C:8]2=[O:29]

Participants

3

Reactant 1

HCID 595871251,1-Dimethylethyl 4-[6-(2,2-difluoroethoxy)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carboxylate

Product 1

HCID 866478036-(2,2-Difluoroethoxy)-1-(piperidin-4-yl)quinazoline-2,4(1H,3H)-dioneYield 142.4%

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-45edae2fa1714a118427171ae0a3dc6b
Source dataset
uspto-grants-2012_08
Patent number
US08242126B2

Reaction notes

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