Methanol → HCID 22633497, compound

HRID 398207Notes

Reaction equation

HRID 398207 reaction equation
[C:1]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:6]=[CH:5][C:4]([C:7]2(C3C=CC=CC=3)[NH:11][C:10]([CH2:12][CH2:13][S:14][C:15]3[CH:27]=[CH:26][C:18]([O:19][C:20]([CH3:25])([CH3:24])[C:21]([OH:23])=[O:22])=[CH:17][CH:16]=3)=[C:9]([CH3:28])[O:8]2)=[CH:3][CH:2]=1.CO.[OH2:43].OOS([O-])=O.[K+].C[OH:51]>>[C:1]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:6]=[CH:5][C:4]([C:7]2[O:8][C:9]([CH3:28])=[C:10]([CH2:12][CH2:13][S:14]([C:15]3[CH:27]=[CH:26][C:18]([O:19][C:20]([CH3:25])([CH3:24])[C:21]([OH:23])=[O:22])=[CH:17][CH:16]=3)(=[O:51])=[O:43])[N:11]=2)=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 887MethanolHCID 22242641Methanol--water (1/1)HCID 22633455HCID 22633455, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 22633497HCID 22633497, compound

Procedure

2-{4-[2-(2-biphenyl-4-yl-5-methyl-2-phenyl-oxazol-4-yl)-ethylsulfanyl]-phenoxy}-2-methylpropionic acid (31 mg, 0.078 mmol) was mixed with 8 mL 1/1 methanol/water. Solid oxone (100mg, 0.16 mmol) was added and the reaction was stirred at room temperature for 2 h. The methanol was allowed to evaporate overnight and the white precipitate was collected and washed with water. After drying in a vacuum oven the product was obtained as a light tan solid. 1H NMR (CDCl3) δ1.67 (s, 6H), 2.38 (s, 3H), 3.05 (t, 2H), 3.55 (t, 2H), 6.96 (d, 2H), 7.48 (m, 3H), 7.81 (d, 2H), 7.92 (m, 2H); MS (EI+) 506.1 (M+1).

Workup

  1. customto evaporate overnight
  2. customthe white precipitate was collected
  3. washwashed with water
  4. customAfter drying in a vacuum oven the product
  5. customwas obtained as a light tan solid

Sources & evidence

ORD record
ord-28a45b1d364248aba1f77392f8c8a333
Source dataset
uspto-grants-2003_08
Patent number
US06610696B2

Reaction notes

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