Hydrochloric Acid → 2,4-Diamino-6-ethyl-5-(3-(1-indolyl)propoxy)pyrimidine monohydrochloride

HRID 40812Notes

Reaction equation

HRID 40812 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([O:9][CH2:10][CH2:11][CH2:12][N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)=[C:4]([CH2:22][CH3:23])[N:3]=1.[ClH:24]>CO>[ClH:24].[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([O:9][CH2:10][CH2:11][CH2:12][N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)=[C:4]([CH2:22][CH3:23])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68953834HCID 68953834, compound

Product 1

HCID 689539062,4-Diamino-6-ethyl-5-(3-(1-indolyl)propoxy)pyrimidine monohydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,4-diamino-6-ethyl-5-(3-(1-indolyl)propoxy)pyrimidine (0.1557 g, 0.5 mmol) was suspended in methanol (1 mL) and 1 equivalent of concentrated HCl was added. The titled compound was obtained after evaporation and trituration of the residue with acetonitrile as an off-white crystalline solid (0.1670 g, 96%). 1H NMR (DMSO-d6): 1.09 (3H, t, J=7.5 Hz), 2.26 (2H, m), 2.44 (2H, q, J=7.5 Hz), 3.71 (2H, t, J=6.4 Hz), 4.33 (2H, t, J=7.1 Hz), 6.45 (1H, d, J=2.8 Hz), 7.02 (1H, m), 7.14 (1H, m), 7.40 (2H, m), 7.50 (1H, d, J=8.1 Hz), 7.55 (1H, d, J=7.8 Hz), 7.82 (1H, s), 8.32 (1H, s), 12.33 (1H, s).

Sources & evidence

ORD record
ord-8bf4068af84243e3a04b768cbf641315
Source dataset
uspto-grants-2013_09
Patent number
US08530491B2

Reaction notes

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