Triethylamine → HCID 14071989, compound

HRID 2352565Notes

Reaction equation

HRID 2352565 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-8a5a37333fa745a7a10d9381d7d921b9
Source dataset
uspto-grants-1989_10
Patent number
US04877792

Reaction notes

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