Hydrochloric Acid → 5-{2-[3-(2-Fluoro-ethoxy)-phenyl]-imidazol[1,2-a]pyrimidin-7-ylcarbamoyl}-1-methyl-1H-pyrazole-4-carboxylic acid

HRID 1958359Notes

Reaction equation

HRID 1958359 reaction equation
[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[N:12]=[C:13]3[N:18]=[C:17]([NH:19][C:20]([C:22]4[N:26]([CH3:27])[N:25]=[CH:24][C:23]=4[C:28]([O:30]CC)=[O:29])=[O:21])[CH:16]=[CH:15][N:14]3[CH:33]=2)[CH:8]=[CH:9][CH:10]=1.C(O)C.C1COCC1.Cl>O>[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[N:12]=[C:13]3[N:18]=[C:17]([NH:19][C:20]([C:22]4[N:26]([CH3:27])[N:25]=[CH:24][C:23]=4[C:28]([OH:30])=[O:29])=[O:21])[CH:16]=[CH:15][N:14]3[CH:33]=2)[CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 8028TetrahydrofuranHCID 534684555-{2-[3-(2-Fluoro-ethoxy)-phenyl]-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl}-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

Product 1

HCID 534686465-{2-[3-(2-Fluoro-ethoxy)-phenyl]-imidazol[1,2-a]pyrimidin-7-ylcarbamoyl}-1-methyl-1H-pyrazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 5-(2-(3-(2-fluoro ethoxy)phenyl)imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylate (100 mg, 221 μmol) was combined with Ethanol (0.570 ml) and THF (0.570) to give a yellow solution. The reaction was stirred at RT for 6 h. H2O was added to the suspension and then HCl 1N was added until the mixture was acidic (pH=3). The suspension was stirred for 30 min and then the reaction mixture was filtered. The residual solvent was removed under vacuum. The title compound was obtained as a light yellow solid (73 mg, 78%).

Workup

  1. customto give a yellow solution
  2. stirringThe suspension was stirred for 30 min
  3. filtrationthe reaction mixture was filtered
  4. customThe residual solvent was removed under vacuum

Sources & evidence

ORD record
ord-bfe6e50524c945048baf83cbcd03a49b
Source dataset
uspto-grants-2013_04
Patent number
US08410117B2

Reaction notes

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