2-(Methylsulfonyl)ethyl methanesulfonate → HCID 24888497, compound

HRID 1685668Notes

Reaction equation

CS(O[CH2:6][CH2:7][S:8]([CH3:11])(=[O:10])=[O:9])(=O)=O.[NH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:32])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=2)=[CH:18][C:17]=1[C:33]1[N:37]([CH3:38])[N:36]=[CH:35][CH:34]=1>CN(C=O)C>[CH3:11][S:8]([CH2:7][CH2:6][NH:12][CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:32])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=2)=[CH:18][C:17]=1[C:33]1[N:37]([CH3:38])[N:36]=[CH:35][CH:34]=1)(=[O:10])=[O:9]

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 2-(methylsulfonyl)ethyl methanesulfonate (16.6 mg, 81.9 μmol) and N-(4-(2-aminoethoxy)-3-(1-methyl-1H-pyrazol-5-yl)phenyl)-3-methoxybenzamide (30 mg, 81.9 μmol) in DMF was heated to 150° C. for 1 hour under microwave irradiation in a heavy-walled sealed tube. The crude product was purified by HPLC. The proper fractions were collected and lyophilized to afford the title compound as a yellow solid in 18.5% yield. LCMS m/z (%)=473 (M+H, 100).

Workup

customThe crude product was purified by HPLC
customThe proper fractions were collected

Sources & evidence

ORD record: ord-d24bc7677df2478d88c3f5eda4bad8ae
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148418B2

Reaction notes

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