Hydrochloric Acid → HCID 59454486, compound

HRID 455247Notes

Reaction equation

HRID 455247 reaction equation
[CH:1]1([C:4]([NH:6][C:7]2[S:8][C:9]3[C:15]([C:16]([O:18]C)=[O:17])=[C:14]([O:20][C:21]4[CH:26]=[CH:25][C:24]([F:27])=[C:23]([NH:28][C:29](=[O:41])[CH2:30][C:31]5[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=5)[CH:22]=4)[CH:13]=[CH:12][C:10]=3[N:11]=2)=[O:5])[CH2:3][CH2:2]1.CO.O.[OH-].[Li+].Cl>O1CCCC1.O>[CH:1]1([C:4]([NH:6][C:7]2[S:8][C:9]3[C:15]([C:16]([OH:18])=[O:17])=[C:14]([O:20][C:21]4[CH:26]=[CH:25][C:24]([F:27])=[C:23]([NH:28][C:29](=[O:41])[CH2:30][C:31]5[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=5)[CH:22]=4)[CH:13]=[CH:12][C:10]=3[N:11]=2)=[O:5])[CH2:3][CH2:2]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 86644710HCID 86644710, compound

Product 1

HCID 59454486HCID 59454486, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 2-[(cyclopropylcarbonyl)amino]-6-[4-fluoro-3-({[3-(trifluoromethyl)phenyl]acetyl}amino)phenoxy]-1,3-benzothiazole-7-carboxylate (1.50 g, 2.68 mmol) produced in Example 54(iv) in tetrahydrofuran (24 mL)/methanol (8 mL) was added a solution of lithium hydroxide monohydrate (1.05 g, 25.7 mmol) in water (8 mL), and the mixture was stirred at room temperature for 18 hr. The reaction mixture was neutralized with 1N hydrochloric acid, and the organic solvent was evaporated under reduced pressure. The obtained residue was collected by filtration, repeatedly washed with water to give the title compound (1.27 g, 83%) as a white powder.

Workup

  1. customthe organic solvent was evaporated under reduced pressure
  2. filtrationThe obtained residue was collected by filtration
  3. washrepeatedly washed with water

Sources & evidence

ORD record
ord-4acb2157147846b680401152743f5c3d
Source dataset
uspto-grants-2013_07
Patent number
US08497274B2

Reaction notes

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