Sodium Hydroxide → HCID 25012570, compound

HRID 1095422Notes

Reaction equation

HRID 1095422 reaction equation
C(OC(=O)[CH2:5][S:6][C:7]1[S:11][C:10]([N:12](C)[C:13]([N:15]([CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)[C:16]2[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=2[F:23])=[O:14])=[N:9][CH:8]=1)C.[OH-:31].[Na+].[CH2:33]1COCC1.[CH3:38][OH:39]>>[CH:25]1([CH2:24][N:15]([C:16]2[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=2[F:23])[C:13](=[O:14])[NH:12][C:10]2[S:11][C:7]([S:6][CH2:5][C:38]([OH:39])=[O:31])=[CH:8][N:9]=2)[CH2:26][CH2:27][CH2:28][CH2:33]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 21899815MeOH tetrahydrofuranHCID 66784284HCID 66784284, compound

Product 1

HCID 25012570HCID 25012570, compound

Procedure

To {2-[3-cyclopentyl methyl-3-(2,5-difluoro-phenyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid ethyl ester (250 mg) in 3 ml THF/MeOH 1:1 was added 3 ml of 1 N NaOH and the reaction stirred 1 h at room temperature then evaporated to dryness in vacuo. Addition of 1 N HCl to pH 1 afforded a precipitate, which was filtered, washed with water and dried to give the title compound (188 mg) as a white solid.

Workup

  1. customthen evaporated to dryness in vacuo
  2. additionAddition of 1 N HCl to pH 1
  3. customafforded a precipitate, which
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-8227cfdd3e6b45ffa67bbf45a2315dfb
Source dataset
uspto-grants-2012_03
Patent number
US08138185B2

Reaction notes

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