tert-Butyl 4-[1-(2,4-dimethoxybenzyl)-2-oxo-1,4-dihydropyrido[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate → 3-Piperidin-4-yl-3,4-dihydropyrido[3,2-d]pyrimidin-2(1H)-one

HRID 1453953Notes

Reaction equation

HRID 1453953 reaction equation
COC1C=C(OC)C=CC=1C[N:6]1[C:11]2[CH:12]=[CH:13][CH:14]=[N:15][C:10]=2[CH2:9][N:8]([CH:16]2[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]2)[C:7]1=[O:29]>FC(F)(F)C(O)=O>[NH:19]1[CH2:18][CH2:17][CH:16]([N:8]2[CH2:9][C:10]3[N:15]=[CH:14][CH:13]=[CH:12][C:11]=3[NH:6][C:7]2=[O:29])[CH2:21][CH2:20]1

Participants

3

Reactant 1

HCID 22293253tert-Butyl 4-[1-(2,4-dimethoxybenzyl)-2-oxo-1,4-dihydropyrido[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate

Product 1

HCID 222933043-Piperidin-4-yl-3,4-dihydropyrido[3,2-d]pyrimidin-2(1H)-oneYield 98.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-butyl 4-[1-(2,4-dimethoxybenzyl)-2-oxo-1,4-dihydropyrido[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate (0.10 g, 0.21 mmol) was dissolved in trifluoroacetic acid (5 mL) and stirred overnight. The reaction concentrated to afford the bisTFA salt of the title compound (0.048 g). MS 233.2 (M+1).

Workup

  1. concentrationThe reaction concentrated

Sources & evidence

ORD record
ord-e937c813b12947a0b9242cedf16dbe45
Source dataset
uspto-grants-2009_01
Patent number
US07476665B2

Reaction notes

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