Diisopropylethylamine → HCID 178499453, compound

HRID 2208620Notes

Reaction equation

HRID 2208620 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][N+:3]=1[O-:13].CCN(C(C)C)C(C)C.[NH2:23][CH2:24][CH2:25][NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30]>CC(O)(C)C>[C:29]([O:28][C:27]([NH:26][CH2:25][CH2:24][NH:23][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][N+:3]=1[O-:13])=[O:33])([CH3:32])([CH3:31])[CH3:30]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 187201N-BOC-ethylenediamineHCID 59464117HCID 59464117, compound

Product 1

HCID 178499453HCID 178499453, compoundYield 32.2%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Conditions

Temperature
80 °C

Procedure

To 2-chloro-5-(2-methoxy-2-oxoethyl)pyridine 1-oxide (2.5 g) in t-BuOH (50 mL) was added DIEA (3.4 mL) and tert-butyl 2-aminoethylcarbamate (3.0 g). The resulting reaction mixture was stirred at 80° C. for 2 days. The solvent was then removed and the residue purified by reverse phase chromatography to afford the desired product (1.3 g).

Workup

  1. customThe resulting reaction mixture
  2. customThe solvent was then removed
  3. customthe residue purified by reverse phase chromatography

Sources & evidence

ORD record
ord-559c1426413f4e5bbda94cf428458c0c
Source dataset
uspto-grants-2016_06
Patent number
US09376454B2

Reaction notes

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