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

HRID 40823Notes

Reaction equation

HRID 40823 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[CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:4]([CH2:27][CH3:28])[N:3]=1.[ClH:29]>CCO>[ClH:29].[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[CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:4]([CH2:27][CH3:28])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 685745802,4-Diamino-6-ethyl-5-(3-(2-(2-ethoxycarbonylethyl)phenoxy)propoxy)pyrimidine

Product 1

HCID 685771762,4-Diamino-6-ethyl-5-(3-(2-(2-ethoxycarbonylethyl)phenoxy)propoxy)pyrimidine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2,4-diamino-6-ethyl-5-(3-(2-(2-ethoxycarbonylethyl)phenoxy)propoxy)pyrimidine (0.3885 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 (0.4037 g, 95%). 1H NMR (400 MHz, DMSO-d6): 1.10 (3H, t, J=7.8 Hz), 1.13 (3H, t, J=7.1 Hz), 2.22 (2H, m), 2.47-2.55 (m, 4H), 2.81 (2H, t, J=7.6 Hz), 3.89 (2H, t, J=6.2 Hz) 4.02 (2H, q, J=7.1 Hz), 4.15 (2H, t, J=5.8 Hz), 6.85 (1H, t, J=7.4 Hz), 6.99 (1H, d, J=8.1 Hz), 7.14 (1H, d, J=8.2 Hz), 7.18 (1H, t, J=7.5 Hz), 7.38 (2H, s), 7.85 (1H, bs), 8.14 (1H, s), 12.32 (1H, s).

Sources & evidence

ORD record
ord-dddebd10ef2e4c869e3f9698ce9c73e7
Source dataset
uspto-grants-2013_09
Patent number
US08530491B2

Reaction notes

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