HCID 21924961, compound → HCID 11666330, compound

HRID 1243270Notes

Reaction equation

HRID 1243270 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:22])[O:9][CH2:10][CH2:11][NH:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20])=[N+]=[N-].[H][H]>CO.[Pd]>[NH2:1][CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:22])[O:9][CH2:10][CH2:11][NH:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20]

Participants

5

Reactant 2

HCID 21924961HCID 21924961, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11666330HCID 11666330, compoundYield 75.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(2-Hydroxybenzoylamino)ethyl N-(3-azidopropyl)carbamate (128 mg) was dissolved in methanol (15 ml), 10% Pd/C (140 mg) was added and the reaction mixture was vigorously stirred while hydrogen was bubbled at r.t. for 3 hrs. The catalyst was filtered off and the methanol removed under vacuum to provide 2-(2-hydroxybenzoylamino)ethyl N-(3-aminopropyl)carbamate (88 mg) as a colorless oil.

Workup

  1. customwas bubbled at r.t. for 3 hrs
  2. filtrationThe catalyst was filtered off
  3. customthe methanol removed under vacuum

Sources & evidence

ORD record
ord-5a5a1e939c8945b7aeb7de0d7ff36072
Source dataset
uspto-grants-2006_10
Patent number
US07119068B2

Reaction notes

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