Hydrochloric Acid → HCID 86712020, compound

HRID 1051381Notes

Reaction equation

HRID 1051381 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][C:8]2[N:9]=[CH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][C:14]([C:18]([O:20]C)=[O:19])=[CH:13][CH:12]=3)=[CH:5][C:4]([CH3:22])=[N:3]1.[Li+].[OH-].Cl>C1COCC1.O>[CH3:1][N:2]1[C:6]([NH:7][C:8]2[N:9]=[CH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][C:14]([C:18]([OH:20])=[O:19])=[CH:13][CH:12]=3)=[CH:5][C:4]([CH3:22])=[N:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86712021HCID 86712021, compound

Product 1

HCID 86712020HCID 86712020, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A slurry of 84 (350 mg, 1.181 mmol) and LiOH (62.2 mg, 2.60 mmol) in THF (5.75 mL) and water (0.85 mL) was stirred at RT for 24 h. The THF was removed on a rotary evaporator. The reaction mixture was suspended in water (6 mL) and treated with 10M HCl in water (0.71 mL, 7.1 mmol). A yellow-brown colored precipitate formed and was collected by filtration to afford 3-(1,3-dimethyl-1H-pyrazol-5-ylamino)isoquinoline-6-carboxylic acid (86) which was used in the next step without further purification.

Workup

  1. customThe THF was removed on a rotary evaporator
  2. customA yellow-brown colored precipitate formed
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-9b406fbf31104a9cb67e25f80c366258
Source dataset
uspto-grants-2016_07
Patent number
US09388171B2

Reaction notes

Loading…