Ammonium Chloride → HCID 24993828, compound

HRID 1914735Notes

Reaction equation

HRID 1914735 reaction equation
[CH3:1][N:2]1[C:14]2[C:13]3[N:12]=[C:11]([NH:15][C:16]4[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][C:17]=4[O:23][C:24]([F:27])([F:26])[F:25])[N:10]=[CH:9][C:8]=3[CH2:7][CH2:6][C:5]=2[C:4]([C:28]([O:30]CC)=O)=[N:3]1.[Cl-].[NH4+].[Li][N:36]([Si](C)(C)C)[Si](C)(C)C>O1CCCC1>[CH3:1][N:2]1[C:14]2[C:13]3[N:12]=[C:11]([NH:15][C:16]4[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][C:17]=4[O:23][C:24]([F:25])([F:26])[F:27])[N:10]=[CH:9][C:8]=3[CH2:7][CH2:6][C:5]=2[C:4]([C:28]([NH2:36])=[O:30])=[N:3]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 59454382HCID 59454382, compoundHCID 178418261HCID 178418261, compound

Product 1

HCID 24993828HCID 24993828, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Ethyl 1-methyl-8-(2-trifluoromethoxy-4-bromophenylamino]-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (330 mg, 0.64 mmol) was suspended in 10 mL of tetrahydrofuran. Ammonium chloride (106 mg 2.0 mmol) and LiN(TMS)2 1 N in THF (4.0 mL, 4.0 mmol) were added. The mixture was stirred at room temperature for 0.5 h. The solvent was then evaporated to dryness, the residue suspended in water and filtered to afford 288 mg (93% yield) of the title compound.

Workup

  1. customThe solvent was then evaporated to dryness
  2. filtrationfiltered

Sources & evidence

ORD record
ord-ee3e329edb1b4f6dab4cb69afcf229b3
Source dataset
uspto-grants-2013_12
Patent number
US08614220B2

Reaction notes

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