Isopropylamine → HCID 59594629, compound

HRID 2262673Notes

Reaction equation

HRID 2262673 reaction equation
Cl[C:2]1[C:3]([C:9]([NH2:11])=[O:10])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH:12]([NH2:15])([CH3:14])[CH3:13]>ClCCl>[Cl:8][C:6]1[CH:7]=[C:2]([NH:15][CH:12]([CH3:14])[CH3:13])[C:3]([C:9]([NH2:11])=[O:10])=[N:4][CH:5]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 2255223,5-dichloropicolinamide

Product 1

HCID 59594629HCID 59594629, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
200 °C

Procedure

3,5-Dichloropicolinamide (50 mg, 0.26 mmol, 1.0 equiv) and isopropylamine (225 uL, 2.6 mmol, 1.0 equiv) were combined in a microwave vial equipped with a stirbar, sealed and heated to 200° C. for 30 min. The mixture was then dissolved in dichloromethane and loaded onto a Biotage caplet. Purification by silica gel MPLC (13%-68% Et2O/Hexanes) provided the desired compound as a white solid (31 mg, 56%). m/z=214.1 [M+H]+

Workup

  1. customvial equipped with a stirbar
  2. customsealed
  3. customPurification by silica gel MPLC (13%-68% Et2O/Hexanes)

Sources & evidence

ORD record
ord-4f7804a7762a4298b72f74ec64c03740
Source dataset
uspto-grants-2010_12
Patent number
US07851484B2

Reaction notes

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