[H-].[Na+].C(OC(N1CCC(O)CC1)=O)(C)(C)C.[Cl:17]C1N=CC=CN=1.C(OC([N:31]1[CH2:36][CH2:35][CH:34]([O:37][C:38]2[N:43]=[CH:42][CH:41]=[CH:40][N:39]=2)[CH2:33][CH2:32]1)=O)(C)(C)C.Cl>CS(C)=O.O1CCCC1>[ClH:17].[N:39]1[CH:40]=[CH:41][CH:42]=[N:43][C:38]=1[O:37][CH:34]1[CH2:35][CH2:36][NH:31][CH2:32][CH2:33]160% Sodium hydride (0.232 g) was gradually added to a tetrahydrofuran (4.5 ml) solution containing 1-tert-butoxycarbonyl-4-hydroxypiperidine (0.900 g) and 2-chloropyrimidine (0.666 g), and 2 hours later, dimethyl sulfoxide (1.0 ml) was added thereto, and the mixture was stirred at room temperature for 1 day to undergo reaction, thereby obtaining 1-tert-butoxycarbonyl-4-(2-pyrimidinyloxy)piperidine. This compound was acid-treated with hydrochloric acid to obtain 4-(2-pyrimidinyloxy)piperidine.hydrochloride.
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