Hydrochloric Acid → HCID 12004070, compound

HRID 971249Notes

Reaction equation

HRID 971249 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[CH2:17][CH2:16][C:15]3[C:14]([NH:18][C:19]4[CH:28]=[C:27]5[C:22]([C:23]([CH3:33])([CH3:32])[CH2:24][CH2:25][N:26]5C(=O)C)=[CH:21][CH:20]=4)=[N:13][CH:12]=[N:11][C:10]=3[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.Cl.C(=O)(O)[O-].[Na+]>C(#N)C>[Cl:1][C:2]1[C:3]([N:8]2[CH2:17][CH2:16][C:15]3[C:14]([NH:18][C:19]4[CH:28]=[C:27]5[C:22]([C:23]([CH3:33])([CH3:32])[CH2:24][CH2:25][NH:26]5)=[CH:21][CH:20]=4)=[N:13][CH:12]=[N:11][C:10]=3[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59021557HCID 59021557, compound

Product 1

HCID 12004070HCID 12004070, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 1-(7-(7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-ylamino)-3,4-dihydro-4,4-dimethylquinolin-1(2H)-yl)ethanone (10 mg), acetonitrile (2 mL), and 5 N HCl (0.5 mL) was heated at 90° C. for 3 h. The cooled solution was treated with saturated aqueous sodium bicarbonate and extracted with EtOAc (15 mL×3). The combined organic layers were washed with brine, dried, and evaporated. The residue was purified by peparative TLC to give an off-white solid (7 mg).

Workup

  1. extractionextracted with EtOAc (15 mL×3)
  2. washThe combined organic layers were washed with brine
  3. customdried
  4. customevaporated
  5. customThe residue was purified by peparative TLC

Sources & evidence

ORD record
ord-570e45ad65b94f66b63c11ff233612af
Source dataset
uspto-grants-2007_12
Patent number
US07312330B2

Reaction notes

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