Hydrochloric Acid → HCID 70027090, compound

HRID 1860235Notes

Reaction equation

HRID 1860235 reaction equation
C1(C[O:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([C:19]#[N:20])=[N:11][CH:10]=2)C=CC=CC=1.[ClH:21].[H][H]>CO.[Pd]>[ClH:21].[ClH:21].[NH2:20][CH2:19][C:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]([OH:8])=[CH:10][N:11]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11299938HCID 11299938, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70027090HCID 70027090, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of the product from step 2 (2 g) and 10% Pd on carbon (800 mg) in 50 ml of methanol containing 4 ml of conc. HCl is hydrogenated with a balloon of hydrogen for about half an hour. The mixture is filtered through CELITE and concentrated under vacuum to a solid. Recrystallization from EtOAc and methanol yields the title compound (1.3 g) as a white solid, m.p. 214-216° C (dec).

Workup

  1. filtrationThe mixture is filtered through CELITE
  2. concentrationconcentrated under vacuum to a solid
  3. customRecrystallization from EtOAc and methanol

Sources & evidence

ORD record
ord-4ab38bb85fca428db47ebcb879e75242
Source dataset
uspto-grants-2003_03
Patent number
US06528649B2

Reaction notes

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