6-Chloropurine → HCID 19040735, compound

HRID 1683909Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][N:13]([CH3:15])[CH3:14].Cl[C:17]1[N:25]=[CH:24][N:23]=[C:22]2[C:18]=1[NH:19][CH:20]=[N:21]2>C(O)(=O)C>[CH3:15][N:13]([CH3:14])[CH2:12][CH2:11][C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([NH:1][C:17]3[N:25]=[CH:24][N:23]=[C:22]4[C:18]=3[NH:19][CH:20]=[N:21]4)[CH:3]=2)[NH:7][CH:6]=1

Participants

Conditions

Temperature: 116 °C

Procedure

5-Amino-3-(2-dimethylaminoethyl)indole and 6-chloropurine were used. No base was used, acetic acid was used as solvent, and the reaction was heated at reflux (116° C.) for 15 hours. Chromatography afforded the title compound (66%) as a white foam: mp, decomposes 175° C.; 13C NMR (CD3OD) δ153.7, 153.4, 141.5, 136.0, 131.5, 128.3, 125.6, 119.2, 113.3, 113.0, 109.9, 59.1, 43.6, 21.9. Anal. calcd for C17H19N7.HCl.2H2O: C, 51.84; H, 6.14; N, 24.89. Found: C, 52.14; H, 6.22; N, 25.03.

Workup

temperaturethe reaction was heated

Sources & evidence

ORD record: ord-bdfce52d3dea453a930f6accfae5d1f6
Source dataset: uspto-grants-1997_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05639752

Reaction notes

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