Hydrochloric Acid → HCID 66622127, compound

HRID 852942Notes

Reaction equation

HRID 852942 reaction equation
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11][C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=3)[CH:15]=[CH:14][N:13]=2)=[CH:6][CH:5]=1.O[Li].O.Cl>C1COCC1.CO.O>[CH3:25][O:24][C:21]1[CH:20]=[CH:19][C:18]([C:16]2[CH:15]=[CH:14][N:13]=[C:12]([S:11][CH2:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:26])=[O:2])=[CH:5][CH:6]=3)[N:17]=2)=[CH:23][CH:22]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 66621956HCID 66621956, compound

Product 1

HCID 66622127HCID 66622127, compoundYield 101.6%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 226a (4.58 mmol) in THF (20 ml) and MeOH (20 ml) at room temperature was added a solution of LiOH—H2O (960 mg, 22.9 mmol) in water (50 ml). The reaction mixture was stirred 18 h at room temperature, diluted in water and acidified with 1N HCl (pH 5-6) to form a precipitate which was collected by filtration, washed with water and dried to afford the title compound 227a (1.64 g, 99% yield). LRMS (calc.): 352.4, (found): 353.4.

Workup

  1. customto form a precipitate which
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-a25d4c00a44049c88b9d26beb4feca70
Source dataset
uspto-grants-2007_08
Patent number
US07253204B2

Reaction notes

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