Triethylamine → HCID 14071989, compound

HRID 1087866Notes

Reaction equation

HRID 1087866 reaction equation
[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][O:21][CH3:22])=[C:16]([O:23][C:24]1[CH:29]=[CH:28][C:27](Cl)=[CH:26][N:25]=1)[CH:15]=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2].C(N(CC)CC)C>CC(O)C.[Pd]>[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][O:21][CH3:22])=[C:16]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1)[CH:15]=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 14071988HCID 14071988, compound

Product 1

HCID 14071989HCID 14071989, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

A suspension of 124 mg of 5-(5-chloro-2-pyridyloxy)-4-methoxymethyl-β-carboline-3-carboxylic acid isopropyl ester in 15 ml of 2-propanol is combined with 50 mg of triethylamine and 120 mg of Pd-C (10%) and hydrogenated at room temperature and under normal pressure. After absorption of the stoichiometric quantity of hydrogen the mixture is filtered, the filtrate is concentrated, and the residue is recrystallized from 2-propanol, thus obtaining 96 mg (84%), mp 188°-189° C.

Workup

  1. customAfter absorption of the stoichiometric quantity of hydrogen the mixture
  2. filtrationis filtered
  3. concentrationthe filtrate is concentrated
  4. customthe residue is recrystallized from 2-propanol
  5. customthus obtaining 96 mg (84%), mp 188°-189° C.

Sources & evidence

ORD record
ord-13ba817c82d04b35ad129b61f38b16ca
Source dataset
uspto-grants-1990_10
Patent number
US04960777

Reaction notes

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