N-((1,1-dimethylethoxy)carbonyl)-beta-alanine → HCID 71279230, compound

HRID 1621108Notes

Reaction equation

HRID 1621108 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br.Br[CH2:16][C:17]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[O:18]>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]([O:13][CH2:16][C:17](=[O:18])[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[O:12])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 27762343-(2-Bromoacetyl)pyridine hydrobromide

Product 1

HCID 71279230HCID 71279230, compound

Procedure

The product was obtained starting from 3-(tert-butoxycarbonylamino)propanoic acid (1 g, 5.29 mmol) and 2-bromo-1-(pyridin-3-yl)ethanone hydrobromide (1.48 g, 5.29 mmol) according to the method described in example 7, step 1 after purification by flash chromatography (using silica gel and an ethyl acetate/heptane gradient) as white solid (1.255 g, 4.07 mmol, 77.0%). MS: M=309.2 (M+H)+

Workup

  1. customThe product was obtained
  2. customafter purification by flash chromatography (

Sources & evidence

ORD record
ord-a0be825fc3ba498080d2614258a0ecf6
Source dataset
uspto-grants-2014_07
Patent number
US08772510B2

Reaction notes

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