2-Bromopyrimidine → HCID 23577265, compound

HRID 1827186Notes

Reaction equation

HRID 1827186 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH:13]([CH2:16][NH2:17])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:19]1[N:24]=[CH:23][CH:22]=[CH:21][N:20]=1.C(N(CC)C(C)C)(C)C>CC(O)C>[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH2:14][CH:13]([CH2:16][NH:17][C:19]2[N:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 783452-BromopyrimidineHCID 81531DiisopropylethylamineHCID 15550581Benzyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Product 1

HCID 23577265HCID 23577265, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 3-aminomethyl-pyrrolidine-1-carboxylic acid benzyl ester (0.15 g), 2-bromopyrimidine (0.25 g), 2-propanol (10 mL), and of N,N-diisopropylethylamine (0.1 mL) was heated to reflux overnight. Purification of the residue obtained after concentration under reduced pressure by preparative chromatography, and eluting with ethyl acetate, gave 3-(pyrimidin-2-ylaminomethyl)-pyrrolidine-1-carboxylic acid benzyl ester as a solid:

Workup

  1. temperatureto reflux overnight
  2. customPurification of the residue
  3. customobtained
  4. concentrationafter concentration under reduced pressure by preparative chromatography
  5. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-754ce20c749f40b2981839e957782574
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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