HCID 178523299, compound → HCID 178510955, compound

HRID 2218044Notes

Reaction equation

HRID 2218044 reaction equation
C(OC(=O)[NH:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][CH2:24][C:25]2[NH:29][N:28]=[N:27][N:26]=2)=[CH:17][CH:16]=1)C1C=CC=CC=1>CO.ClCCl.[Pd]>[NH:29]1[C:25]([CH2:24][CH2:23][CH2:22][O:21][C:18]2[CH:19]=[CH:20][C:15]([CH2:14][CH2:13][CH2:12][CH2:11][NH2:10])=[CH:16][CH:17]=2)=[N:26][N:27]=[N:28]1

Participants

5

Reactant 1

HCID 178523299HCID 178523299, compound

Product 1

HCID 178510955HCID 178510955, compoundYield 99.5%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of (4-{4-[3-(1H-tetrazol-5-yl)propoxy]phenyl}butyl)carbamic acid benzyl ester 3 (0.30 g, 0.73 mmol) in methanol (20 mL) and dichloromethane (5 mL) was stirred at room temperature overnight under hydrogen atmosphere in the presence of 10% palladium-on-carbon catalyst (0.1 g, 50% wet). The catalyst was removed by suction filtration, and the filtrate was concentrated in vacuo to give the desired product 4 as a white solid (200 mg, 99% yield) which was used for the next step without further purification. m/z (ESI): 276 [C14H21N5O+H]+.

Workup

  1. customThe catalyst was removed by suction filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-e84ff53773b749e2967e6be05568e7b8
Source dataset
uspto-grants-2008_08
Patent number
US07410968B2

Reaction notes

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