Triethylamine → HCID 89714601, compound

HRID 2273067Notes

Reaction equation

HRID 2273067 reaction equation
NC[CH2:3][CH:4]([OH:6])[CH3:5].[CH2:7]([N:9](CC)CC)C.Br[CH2:15][CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18]>CN(C=O)C>[C:20]([O:19][C:17](=[O:18])[CH2:16][CH2:15][NH:9][CH2:7][C:4]([OH:6])([CH3:3])[CH3:5])([CH3:23])([CH3:22])[CH3:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1702542-Butanol, 4-amino-HCID 256128tert-Butyl 3-bromopropionate

Product 1

HCID 89714601HCID 89714601, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1 g of 1-aminomethylpropan-2-ol (11.22 mmol) is placed in 10 ml of DMF. 1.58 ml of triethylamine (11.22 mmol) and 1.87 ml of tert-butyl 3-bromopropionate (11.22 mmol) prediluted in 5 ml of DMF are successively added dropwise. After stirring for 18 hours at room temperature, the solvent is evaporated off. The residue is chromatographed on silica gel with a gradient of from 0% to 20% MeOH in DCM to give 2 g of 3-(2-hydroxy-2-methylpropylamino)propionic acid tert-butyl ester.

Workup

  1. additionare successively added dropwise
  2. customthe solvent is evaporated off
  3. customThe residue is chromatographed on silica gel with a gradient of from 0% to 20% MeOH in DCM

Sources & evidence

ORD record
ord-ad48d33f662942738b54a8ed1aa87d74
Source dataset
uspto-grants-2015_09
Patent number
US09120812B2

Reaction notes

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