Hydrochloric Acid → HCID 59737566, compound

HRID 1907755Notes

Reaction equation

HRID 1907755 reaction equation
O[Li].O.[C:4]([O:8][C:9]([NH:11][C@H:12]1[CH2:16][CH2:15][N:14]([C:17]2[CH:26]=[CH:25][C:20]([C:21]([O:23]C)=[O:22])=[CH:19][CH:18]=2)[CH2:13]1)=[O:10])([CH3:7])([CH3:6])[CH3:5].Cl>C1COCC1.CO.O>[C:4]([O:8][C:9]([NH:11][C@H:12]1[CH2:16][CH2:15][N:14]([C:17]2[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:25][CH:26]=2)[CH2:13]1)=[O:10])([CH3:7])([CH3:5])[CH3:6]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 59737504HCID 59737504, compound

Product 1

HCID 59737566HCID 59737566, compoundYield 94%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

LiOH.H2O (1.14 g, 27.26 mmol) and water (5 mL) was added to a solution of 324 (4.36 g, 13.62 mmol) in THF (15 mL) and MeOH (15 mL). The reaction mixture was stirred at room temperature for 22 h, diluted with water and acidified with HCl (pH 4-5). The precipitate obtained was collected by filtration and rinsed with water to give the title compound 325 (3.91 g, 94% yield) as a white solid.

Workup

  1. customThe precipitate obtained
  2. filtrationwas collected by filtration
  3. washrinsed with water

Sources & evidence

ORD record
ord-bfc1f855dd414541b3966c576c591472
Source dataset
uspto-grants-2013_12
Patent number
US08598168B2

Reaction notes

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