Hydrochloric Acid → HCID 178488659, compound

HRID 852970Notes

Reaction equation

HRID 852970 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:13]=[C:12]([NH:14][CH2:15][C:16]3[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=3)[NH:11][N:10]=2)=[CH:5][CH:4]=1.[OH-].[K+].C1COCC1.Cl>O.CO>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:13]=[C:12]([NH:14][CH2:15][C:16]3[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=3)[NH:11][N:10]=2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 178497914HCID 178497914, compound

Product 1

HCID 178488659HCID 178488659, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 384 (672 mg, 1.99 mmol) and KOH (300 mg, 5.35 mmol) in 1:1:1 mixture of THF, MeOH and water (9 mL) was stirred at room temperature overnight. The reaction mixture was acidified to pH=4 by addition of 1M HCl and concentrated in vacuo. The residue was triturated with water and the solid was collected by filtration and dried to afford the title compound (640 mg, 99% yield). LRMS: (calc) 324.1; (found) 325.2 (M+H1)

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was triturated with water
  3. filtrationthe solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-fc45c63957074dd8969b037f16663dbb
Source dataset
uspto-grants-2007_08
Patent number
US07253204B2

Reaction notes

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