Ammonium Hydroxide → HCID 86724879, compound

HRID 510393Notes

Reaction equation

HRID 510393 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[CH:10][C:11]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:14]=3[Cl:20])=[C:4]2[N:3]=1.[OH-].[NH4+:22]>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([NH2:22])[N:5]2[N:9]=[CH:10][C:11]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:14]=3[Cl:20])=[C:4]2[N:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 86724880HCID 86724880, compound

Product 1

HCID 86724879HCID 86724879, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

To a suspension of 5,7-dichloro-3-[(2,3-dichlorophenyl)methyl]pyrazolo[1,5-a]pyrimidine (2 g, 5.8 mmol), and 30% ammonium hydroxide solution (3.32 g, 28.8 mmol) in 1,4-dioxane (25 mL) stirred at 40° C. for 30 hours. Reaction mixture was concentrated in vacuo. The residue was dissolved with ethyl acetate (250 mL) and 5% NaHCO3 solution (35 mL). Organic layer was separated, washed with brine (35 mL) and dried. The titled product was obtained and used for next step. (1.7 g, 90%); LC/MS: MS (ES+) m/e 327 (MH+).

Workup

  1. customReaction mixture
  2. concentrationwas concentrated in vacuo
  3. dissolutionThe residue was dissolved with ethyl acetate (250 mL) and 5% NaHCO3 solution (35 mL)
  4. customOrganic layer was separated
  5. washwashed with brine (35 mL)
  6. customdried

Sources & evidence

ORD record
ord-a5ad25be04724bb4abedc5e301f5d2de
Source dataset
uspto-grants-2015_08
Patent number
US09096605B2

Reaction notes

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