HCID 12371389, compound → HCID 90418600, compound

HRID 2177167Notes

Reaction equation

HRID 2177167 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:16]2[CH:17]=[N:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)=[N:9][S:10][C:11]=1[C:12]([F:15])([F:14])[F:13])(=O)=O.O[C:25]1[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[C:27]([CH3:36])[C:26]=1[CH3:37]>>[CH3:23][O:22][C:19]1[N:18]=[CH:17][C:16]([C:8]2[C:7]([CH2:6][O:5][C:25]3[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][C:33]([OH:35])=[O:34])=[C:27]([CH3:36])[C:26]=3[CH3:37])=[C:11]([C:12]([F:15])([F:14])[F:13])[S:10][N:9]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 12371389HCID 12371389, compoundHCID 90417789HCID 90417789, compound

Product 1

HCID 90418600HCID 90418600, compound

Procedure

The title compound was prepared according to the procedure described in Example 1 starting following Step 5 and 6 coupling (3-(6-methoxypyridin-3-yl)-5-(trifluoromethyl)isothiazol-4-yl)methyl methanesulfonate and 3-(4-hydroxy-2,3-dimethylphenyl)propanoic acid followed by hydrolysis to afford the desired product as an off-white solid. 1H NMR (300 MHz, CD3OD) δ 8.47 (s, 1H), 7.99-8.03 (m, 1H), 6.98 (d, J=8.4 Hz, 1H), 6.87 (d, J=8.7 Hz, 1H), 6.74 (d, J=8.1 Hz, 1H), 5.11 (s, 2H), 3.99 (s, 3H), 2.91 (t, J=7.2 Hz, 2H), 2.51 (t, J=7.5 Hz, 2H), 2.23 (s, 3H), 2.03 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C20H15F5N2O4S, 467.1 (M−H). found 467.0.

Workup

  1. customThe title compound was prepared
  2. customfollowed by hydrolysis

Sources & evidence

ORD record
ord-74cb36bb10094942b93c3e6800c5aa84
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

Loading…