Hydrochloric Acid → HCID 59021464, compound

HRID 2219983Notes

Reaction equation

HRID 2219983 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][N:25](C(=O)C)[CH2:26]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.Cl.C([O-])([O-])=O.[Na+].[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][NH:25][CH2:26]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 10340Sodium CarbonateHCID 12004072HCID 12004072, compound

Product 1

HCID 59021464HCID 59021464, compoundYield 55%

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-dimethylisoquinolin-2(1H)-yl)ethanone (10 mg), acetonitrile (2 mL), and 5 N HCl (0.5 mL) was heated overnight at 90° C. The cooled solution was treated with aq. Na2CO3, extracted with EtOAc (15 mL×3). The combined organic layers were washed with brine, dried, and evaporated. The residue was purified by TLC to give a light yellow solid (5 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 TLC

Sources & evidence

ORD record
ord-6754487290c146d8bf298749b0b459ef
Source dataset
uspto-grants-2008_08
Patent number
US07414131B2

Reaction notes

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