Hydrochloric Acid → HCID 66665870, compound

HRID 872361Notes

Reaction equation

HRID 872361 reaction equation
C(OC([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]([O:39][CH3:40])[C:16]3[N:17]([C:19]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)=[C:20]([C:22]4[CH:27]=[CH:26][C:25]([C:28]5([NH2:32])[CH2:31][CH2:30][CH2:29]5)=[CH:24][CH:23]=4)[N:21]=3)[CH:18]=2)[CH:10]=[N:9]1)=O)(C)(C)C.Cl.[OH-].[Na+]>C(Cl)Cl.CO>[CH3:40][O:39][C:15]1[C:16]2[N:17]([C:19]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[C:20]([C:22]3[CH:23]=[CH:24][C:25]([C:28]4([NH2:32])[CH2:29][CH2:30][CH2:31]4)=[CH:26][CH:27]=3)[N:21]=2)[CH:18]=[C:13]([C:11]2[CH:10]=[N:9][NH:8][CH:12]=2)[CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66665431HCID 66665431, compound

Product 1

HCID 66665870HCID 66665870, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The crude product from Step 1 was dissolved in DCM/MeOH (1.2 mL/0.74 mL) and treated with HCl (4M solution in dioxane, 0.9 mL). The reaction was stirred at rt overnight before it was poured onto ice, made alkaline with dilute aqueous sodium hydroxide solution (2M) and extracted with DCM. The organic phase was washed with brine, dried and concentrated in vacuo. Purification was achieved by chromatography on silica gel to give the title compound (18 mg).

Workup

  1. additionwas poured onto ice
  2. extractionextracted with DCM
  3. washThe organic phase was washed with brine
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customPurification

Sources & evidence

ORD record
ord-6c1eac4671b4438885d2b099582b8564
Source dataset
uspto-grants-2015_03
Patent number
US08975265B2

Reaction notes

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