Potassium Carbonate → HCID 178433170, compound

HRID 1371141Notes

Reaction equation

HRID 1371141 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([Cl:17])[C:5]2[NH:10][C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:8][C:6]=2[N:7]=1.[O:18]([CH2:25][CH2:26][NH2:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>O>[ClH:17].[CH3:1][C:2]1[NH:7][C:6]2[C:5]([N:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:8]=2)=[C:4]([NH:27][CH2:26][CH2:25][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 156512-PhenoxyethanamineHCID 10728948HCID 10728948, compound

Product 1

HCID 178433170HCID 178433170, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This compound was prepared according to the method described in Example 2, by employing 2-methyl-4-chloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine (Example 1(e)) (100 mg, 0.41 mmol), 2-phenoxyethylamine (Lancaster Synthesis Ltd.) (0.28 g, 2.05 mmol) and potassium carbonate (0.567 g, 4.1 mmol) in H2O (2.5 mL) to give 30.7 mg (22%) of the title compound as white crystals. MP: 266.9-267.4° C. (dec). 1H NMR (DMSO-d6; 400 MHz): δ 2.43 (s, 3), 3.91-3.93 (m, 2), 4.22 (t, 2, J=5.3), 6.74 (s, 1), 6.93-7.07 (m, 4), 7.29-7.40 (m, 3), 7.49-7.52 (m, 2), 7.79 (d, 2, J=7.79), 11.33 (br s, 1). MS m/z: 345 (M+1), 343 (M−1). Anal. Calcd for C19H24N4O: C, 70.34; H, 7.46; N, 17.27. Found: C, 70.14; H, 7.35; N, 17.13.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-c229ddbac6a646278bbe75bdb716d904
Source dataset
uspto-grants-2003_06
Patent number
US06583154B1

Reaction notes

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