Potassium Hydroxide → HCID 69337769, compound

HRID 1594232Notes

Reaction equation

HRID 1594232 reaction equation
C([O:3][C:4]([C:6]1[C:7]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)=[CH:19][C:8]=2[S:9][C:10]=1[NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:5])C.[OH-].[K+]>C(O)C.O.Cl>[C:15]([O:14][C:12]([NH:11][C:10]1[S:9][C:8]2[CH:19]=[C:20]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[CH:21]=[CH:22][C:7]=2[C:6]=1[C:4]([OH:5])=[O:3])=[O:13])([CH3:18])([CH3:16])[CH3:17]

Participants

5

Procedure

A solution of 1f (80 mg, 0.193 mmol) in ethanol/water (1:1, 10 mL) was mixed with KOH (21.6 mg, 0.39 mmol). The resultant mixture was heated at 60° C. for 1 h, diluted with HCl (30 mL, 1N), and extracted with ethyl acetate (30 mL, 3×). The combined organic phases were dried over MgSO4, filtered, and concentrated to afford the title compound (62 mg, 84%) as a white solid: MS (ES) m/z 388 (M+H)+.

Workup

  1. extractionextracted with ethyl acetate (30 mL, 3×)
  2. dry with materialThe combined organic phases were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c8875fa902ec4c929d394f089c565ec7
Source dataset
uspto-grants-2007_11
Patent number
US07300952B2

Reaction notes

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