Lithium hydroxide, monohydrate → HCID 69119151, compound

HRID 349475Notes

Reaction equation

HRID 349475 reaction equation
C[O:2][C:3]([C:5]1[C:13]2[N:12]=[C:11]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[NH:10][C:9]=2[C:8]([OH:21])=[CH:7][CH:6]=1)=[O:4].O[Li].O>C1COCC1.CO.O>[Cl:20][C:17]1[CH:16]=[CH:15][C:14]([C:11]2[NH:10][C:9]3[C:8]([OH:21])=[CH:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[C:13]=3[N:12]=2)=[CH:19][CH:18]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69131504HCID 69131504, compound

Product 1

HCID 69119151HCID 69119151, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

Wang resin-supported 2-(4-chloro-phenyl)-7-hydroxy-1H-benzoimidazole-4-carboxylic acid methyl ester (570 mg, 0.47 mmol) obtained in step 5 was dissolved in THF, LiOH.H2O (99 mg, 2.35 mmol) in MeOH—H2O (1:1) was added thereto and the resulting mixture was refluxed for 5 hours. The resulting solution was cooled to room temperature and filtered. The filtrate was washed with MeOH and CH2Cl2, and dried to obtain the title compound (551 mg, 0.42 mmol) in a yield of 90%.

Workup

  1. temperaturethe resulting mixture was refluxed for 5 hours
  2. filtrationfiltered
  3. washThe filtrate was washed with MeOH and CH2Cl2
  4. customdried

Sources & evidence

ORD record
ord-a1d681dee7a049e4b51c46b4a7584619
Source dataset
uspto-grants-2007_02
Patent number
US07179832B2

Reaction notes

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