Hydrochloric Acid → HCID 59304993, compound

HRID 2240244Notes

Reaction equation

HRID 2240244 reaction equation
C([N:8](CC1C=CC=CC=1)[C:9]1[CH:14]=[C:13]([F:15])[C:12]([NH:16][C:17]2[CH:22]=[CH:21][N:20]=[C:19]3[NH:23][CH:24]=[C:25]([CH3:26])[C:18]=23)=[C:11]([F:27])[CH:10]=1)C1C=CC=CC=1.Cl.[H][H]>C(O)C.[Pd]>[F:27][C:11]1[CH:10]=[C:9]([NH2:8])[CH:14]=[C:13]([F:15])[C:12]=1[NH:16][C:17]1[CH:22]=[CH:21][N:20]=[C:19]2[NH:23][CH:24]=[C:25]([CH3:26])[C:18]=12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 59305016HCID 59305016, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59304993HCID 59304993, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

66 mg of 10% palladium-on-carbon are added to a solution of 280 mg (0.62 mmol) of N4,N4-dibenzyl-2,6-difluoro-N1-(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)benzene-1,4-diamine in 20 ml of ethanol and 1.85 ml (1.85 mmol) of 1 M hydrochloric acid, and the suspension is stirred in a hydrogen atmosphere at atmospheric pressure overnight. The suspension is filtered through Celite, the Celite is washed with methanol and the filtrate is then concentrated under reduced pressure. The residue is purified by preparative HPLC.

Workup

  1. filtrationThe suspension is filtered through Celite
  2. washthe Celite is washed with methanol
  3. concentrationthe filtrate is then concentrated under reduced pressure
  4. customThe residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-39284825a1fa47699d7a62b0a9601b80
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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