{3-[5-(Tetrahydro-pyran-4-YL)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl ester → 3-[5-(Tetrahydro-pyran-4-yl)-pyrimidin-4-yloxy]-cyclobutylamine

HRID 1846827Notes

Reaction equation

HRID 1846827 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:11][CH:10]([O:12][C:13]2[C:18]([CH:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[CH:17][N:16]=[CH:15][N:14]=2)[CH2:9]1)(C)(C)C>Cl.CO>[O:22]1[CH2:21][CH2:20][CH:19]([C:18]2[C:13]([O:12][CH:10]3[CH2:11][CH:8]([NH2:7])[CH2:9]3)=[N:14][CH:15]=[N:16][CH:17]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 1

HCID 58548573{3-[5-(Tetrahydro-pyran-4-YL)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl ester

Product 1

HCID 585485783-[5-(Tetrahydro-pyran-4-yl)-pyrimidin-4-yloxy]-cyclobutylamineYield 100%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

The mixture of {3-[5-(tetrahydro-pyran-4-yl)-pyrimidin-4-yloxy]-cyclobutyl}-carbamic acid tert-butyl ester (1.2 g, 3.21 mmol) in HCl/MeOH (20 mL) was stirred at room temperature for 1 hour. Then it was concentrated to give 3-[5-(tetrahydro-pyran-4-yl)-pyrimidin-4-yloxy]-cyclobutylamine (916 mg, 3.21 mmol, yield: 93%) which was used in the next step without further purification. ESI-MS (M+1): 250 calc. for C13H19N3O2 249.

Workup

  1. concentrationThen it was concentrated

Sources & evidence

ORD record
ord-a95ddc8617304d62b63cd3a719d7a3ba
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

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