4-Aminomethyltetrahydropyran → 6-(1H-benzimidazol-1-yl)-N-[(tetrahydro-2H-pyran-4-yl)methyl]-9H-purin-2-amine

HRID 1453592Notes

Reaction equation

[N:1]1([C:10]2[N:18]=[C:17](Cl)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[NH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>CS(C)=O>[N:1]1([C:10]2[N:18]=[C:17]([NH:20][CH2:21][CH:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

Conditions

Temperature: 120 °C

Procedure

250 mg of product obtained in stage 1 above are mixed with 3 ml of DMSO and 531 mg μl of 4-aminomethyl-tetrahydropyran, and the mixture is then heated at 120° C. for approximately 2 days. The mixture is allowed to return to ambient temperature. Purification is carried out by chromatography on silica with a CH2Cl2-MeOH—NH4OH: 90-9-1 mixture for eluent. 142 mg of expected product are obtained.

Workup

customto return to ambient temperature
customPurification

Sources & evidence

ORD record: ord-3175de9813ea4c21bcbd8d2a7a8a0431
Source dataset: uspto-grants-2009_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07476670B2

Reaction notes

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