Propionate ion → HCID 90418377, compound

HRID 2177162Notes

Reaction equation

HRID 2177162 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:16]2[C:21]([F:22])=[CH:20][C:19]([O:23][CH3:24])=[CH:18][C:17]=2[F:25])=[N:9][S:10][C:11]=1[C:12]([F:15])([F:14])[F:13])(=O)=O.[C:26]([O-:30])(=[O:29])[CH2:27][CH3:28]>>[F:25][C:17]1[CH:18]=[C:19]([O:23][CH3:24])[CH:20]=[C:21]([F:22])[C:16]=1[C:8]1[C:7]([CH2:6][O:5][C:16]2[C:21]([F:22])=[CH:20][C:19]([CH2:28][CH2:27][C:26]([OH:30])=[O:29])=[CH:18][C:17]=2[F:25])=[C:11]([C:12]([F:15])([F:14])[F:13])[S:10][N:9]=1

Participants

3

Reactant 2

HCID 104745Propionate ionHCID 90418709HCID 90418709, compound

Product 1

HCID 90418377HCID 90418377, compound

Procedure

The title compound was prepared according to the procedure described in Example 1 starting following Step 5 and 6 coupling (3-(2,6-difluoro-4-methoxyphenyl)-5-(trifluoromethyl) isothiazol-4-yl)methyl methanesulfonate and ethyl 3-(4-hydroxy-3,5-difluoro)phenyl)propanoate followed by hydrolysis to afford the desired product as an off-white solid. 1H NMR (300 MHz, CD3OD) δ 6.55-6.69 (m, 4H), 5.01 (s, 2H), 3.78 (s, 3H), 2.70 (t, J=7.2 Hz, 2H), 2.47 (t, J=7.5 Hz, 2H). Mass spectrum (ESI, m/z): Calcd. for C21H14F7NO4S, 508.1 (M−H). found 507.9.

Workup

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

Sources & evidence

ORD record
ord-5458de5ceb0046409320bb1cf3d4ed2a
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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