Hydrochloric Acid → 2,4-Diamino-6-ethyl-5-(3-(2-(3-ethoxycarbonylpropoxy)phenoxy)propoxy)pyrimidine hydrochloride

HRID 40818Notes

Reaction equation

HRID 40818 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([O:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:4]([CH2:29][CH3:30])[N:3]=1.[ClH:31]>CCO>[ClH:31].[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([O:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:4]([CH2:29][CH3:30])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 25262927HCID 25262927, compound

Product 1

HCID 685771442,4-Diamino-6-ethyl-5-(3-(2-(3-ethoxycarbonylpropoxy)phenoxy)propoxy)pyrimidine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2,4-diamino-6-ethyl-5-(3-(2-(3-ethoxycarbonylpropoxy)phenoxy)propoxy)pyrimidine (0.4185 g, 1 mmol) in EtOH (1 mL) was added one equivalent of concentrated HCl. The titled compound was obtained, after trituration of the reaction mixture with diethyl ether, as a white crystalline solid (0.4322 g, 95%). 1H NMR (500 MHz, DMSO-d6): 1.09 (3H, t, J=7.6 Hz), 1.15 (3H, t, J=7.1 Hz), 1.93 (2H, m), 2.18 (2H, m), 2.44 (2H, t, J=7.4 Hz), 2.49 (2H, q, J=7.7 Hz), 3.89 (2H, t, J=6.1 Hz), 3.95 (2H, t, J=6.3 Hz), 4.04 (2H, q, J=7.1 Hz), 4.12 (2H, t, J=5.7 Hz), 6.87-6.90 (2H, m), 6.95-7.01 (2H, m), 7.43 (2H, bs), 7.83 (1H, s), 8.33 (1H, s), 12.39 (1H, s).

Sources & evidence

ORD record
ord-9990f625116e41b9ae28594444f56dac
Source dataset
uspto-grants-2013_09
Patent number
US08530491B2

Reaction notes

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