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

HRID 40821Notes

Reaction equation

HRID 40821 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]([OH:24])=[O:23])=[C:4]([CH2:25][CH3:26])[N:3]=1.[ClH:27]>O>[ClH:27].[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]([OH:24])=[O:23])=[C:4]([CH2:25][CH3:26])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66563688HCID 66563688, compound

Product 1

HCID 685747702,4-Diamino-6-ethyl-5-(3-(2-(2-carboxyethyl)phenoxy)propoxy)pyrimidine hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 2,4-diamino-6-ethyl-5-(3-(2-(2-carboxyethyl)phenoxy)propoxy)pyrimidine (0.3604 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 (0.3770 g, 95%). 1H NMR (400 MHz, DMSO-d6): 1.12 (3H, t, J=7.5 Hz), 2.22 (2H, t, J=5.8 Hz), 2.44-2.52 (4H, m), 2.78 (2H, t, J=7.5 Hz), 3.89 (2H, t, J=5.9 Hz), 4.14 (2H, t, J=5.5 Hz), 6.85 (1H, t, J=7.3 Hz), 6.98 (1H, d, J=8.1 Hz), 7.14-7.19 (2H, m) 7.41 (2H, s), 7.85 (1H, s), 8.31 (1H, s), 12.11 (1H, bs), 12.54 (1H, s).

Sources & evidence

ORD record
ord-f514bc0d7b614926b952243b0d03c306
Source dataset
uspto-grants-2013_09
Patent number
US08530491B2

Reaction notes

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