Hydrochloric Acid → 3-(Pyrimidin-2-yl)oxetan-3-amine hydrochloride

HRID 1892560Notes

Reaction equation

CC(S([NH:7][C:8]1([C:12]2[N:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH2:11][O:10][CH2:9]1)=O)(C)C.[ClH:18].C(OCC)C>CO>[ClH:18].[N:13]1[CH:14]=[CH:15][CH:16]=[N:17][C:12]=1[C:8]1([NH2:7])[CH2:11][O:10][CH2:9]1

Participants

Conditions

Temperature: 0 °C

Procedure

To a yellow solution of 2-methyl-N-(3-(pyrimidin-2-yl)oxetan-3-yl)propane-2-sulfinamide (0.025 g, 0.098 mmol) in MeOH (1 ml) in a 10 ml round-bottomed flask was added a solution of HCl in diethyl ether (0.098 ml, 0.392 mmol, 4N). The reaction mixture was stirred at 0° C. for 10 min., and then concentrated at 25° C. The residue was washed with n-hexane and dried to give the titled product as a white solid (0.017 g, 93%). 1H NMR (400 MHz, DMSO-d6): δ 9.15 (bs, 2H), 9.01 (d, J=4.8 Hz, 2H), 7.64 (t, J=5.0 Hz, 1H), 5.00 (d, J=7.2 Hz, 2H), 4.87 (d, J=7.2 Hz, 2H).

Workup

concentrationconcentrated at 25° C
washThe residue was washed with n-hexane
customdried

Sources & evidence

ORD record: ord-0915ba67ef744eebbe7da036c0d233e4
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08507683B2

Reaction notes

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