Dichloromethane → HCID 11539383, compound

HRID 2099235Notes

Reaction equation

[CH:1]1([NH:4][C:5](=[O:32])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([N:13]3[CH:21]=[N:20][C:19]4[C:14]3=[N:15][CH:16]=[N:17][C:18]=4[C:22]3[CH:27]=[CH:26][C:25]([C:28]([NH:30][NH2:31])=[O:29])=[CH:24][CH:23]=3)[CH:7]=2)[CH2:3][CH2:2]1.[CH2:33](Cl)Cl>C(OC)(OC)OC.C(O)(=O)C>[CH:1]1([NH:4][C:5](=[O:32])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([N:13]3[CH:21]=[N:20][C:19]4[C:14]3=[N:15][CH:16]=[N:17][C:18]=4[C:22]3[CH:27]=[CH:26][C:25]([C:28]4[O:29][CH:33]=[N:31][N:30]=4)=[CH:24][CH:23]=3)[CH:7]=2)[CH2:3][CH2:2]1

Participants

Conditions

Temperature: 120 °C

Procedure

To a solution of N-Cyclopropyl-3-[6-(4-hydrazinocarbonyl-phenyl)-purin-9-yl]-4-methyl-benzamide (8.0 mg, 0.019 mmol) in 0.5 mL of trimethyl orthoformate was added three drop of acetic acid. The reaction mixture was stirred at 120° C. in microwave for 10 minutes. Then 0.5 mL of methylene chloride and 3 mL of hexanes were added. The product was collected by filtration to give a colorless solid (6.0 mg, 73%). HPLC tR=2.12 min; MS m/z 438 [M+H]+.

Workup

filtrationThe product was collected by filtration

Sources & evidence

ORD record: ord-bababe0388f14deb91e5e6669867eac8
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07569571B2

Reaction notes

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