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

HRID 40816Notes

Reaction equation

HRID 40816 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]([OH:26])=[O:25])=[C:4]([CH2:27][CH3:28])[N:3]=1.[ClH:29]>O>[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[O:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[C:4]([CH2:27][CH3:28])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 252605752,4-Diamino-6-ethyl-5-(3-(2-(3-carboxypropoxy)phenoxy)propoxy)pyrimidine

Product 1

HCID 685750072,4-Diamino-6-ethyl-5-(3-(2-(3-carboxypropoxy)phenoxy)propoxy)pyrimidine hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 2,4-diamino-6-ethyl-5-(3-(2-(3-carboxypropoxy)phenoxy)propoxy)pyrimidine (0.3904 g, 1 mmol) in water (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 (0.4055 g, 95%). 1H NMR (400 MHz, DMSO-d6): 1.09 (3H, t, J=7.5 Hz), 1.90 (2H, m), 2.18 (2H, m), 2.38 (2H, t, J=7.3 Hz), 2.48 (2H, q, J=7.5 Hz), 3.89 (2H, t, J=6.1 Hz), 3.95 (2H, t, J=6.4 Hz), 4.12 (2H, t, J=6.0 Hz), 6.86-6.90 (2H, m), 6.95-7.02 (2H, m), 7.81 (1H, bs), 8.14 (1H, bs), 8.18 (1H, bs), 12.34 (1H, bs).

Sources & evidence

ORD record
ord-26e4e83ab6a141d5a63ffd6a624e555a
Source dataset
uspto-grants-2013_09
Patent number
US08530491B2

Reaction notes

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