1,3-Oxazol-4-ylmethyl methanesulfonate → US10023592, Example 246

HRID 575720Notes

Reaction equation

HRID 575720 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:8][C:7]=2[C:16]2[CH:17]=[C:18]([CH3:23])[C:19](=[O:22])[NH:20][CH:21]=2)[CH2:3][CH2:2]1.CS(O[CH2:29][C:30]1[N:31]=[CH:32][O:33][CH:34]=1)(=O)=O.CS(OCC1COC1)(=O)=O>>[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:8][C:7]=2[C:16]2[CH:17]=[C:18]([CH3:23])[C:19](=[O:22])[N:20]([CH2:29][C:30]3[N:31]=[CH:32][O:33][CH:34]=3)[CH:21]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 577711241,3-Oxazol-4-ylmethyl methanesulfonateHCID 86680078Oxetan-3-ylmethyl methanesulfonateHCID 1180216505-[2-(cyclopropylmethoxy)-5-methylsulfonylphenyl]-3-methyl-1H-pyridin-2-one

Product 1

HCID 118021855US10023592, Example 246

Procedure

The title compound from Example 242, step 1 was reacted in a manner similar to Example 245 except that 1,3-oxazol-4-ylmethyl methanesulfonate was substituted for oxetan-3-ylmethyl methanesulfonate to give the title compound. 1H NMR (CDCl3, 400 MHz) δ 7.82 (s, 5H), 7.52 (s, 1H), 7.01 (d, J=9.2 Hz, 1H), 5.11 (s, 2H), 3.94 (d, J=6.8 Hz, 1H), 3.06 (s, 3H), 2.21 (s, 3H), 1.27-1.24 (m, 1H), 0.68-0.65 (m, 2H), 0.37-0.36 (m, 2H). LCMS: 415.1 (M+1)+

Sources & evidence

ORD record
ord-56bf5076dcfc4e9c80d046612103fb07
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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