Hydrochloric Acid → HCID 178488659, compound

HRID 416301Notes

Reaction equation

HRID 416301 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-bbe826d415f348ffbd899babbcb338ca
Source dataset
uspto-grants-2012_01
Patent number
US08088805B2

Reaction notes

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