Diisopropylethylamine → HCID 86718542, compound

HRID 1485019Notes

Reaction equation

HRID 1485019 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1Cl.CCN(C(C)C)C(C)C.[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([NH2:32])[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20]>CN1C(=O)CCC1>[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([NH:32][C:7]2[CH:6]=[C:5]([Cl:9])[N:4]=[N:3][C:2]=2[Cl:1])[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:20])[CH3:21]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 951233,4,6-TrichloropyridazineHCID 12682914-Amino-1-Boc-piperidine

Product 1

HCID 86718542HCID 86718542, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
50 °C

Procedure

3,4,6-Trichloropyridazin (10.5 g; 57.25 mmol) was dissolved in 10 ml of dry NMP. Afterwards were added DIPEA (28.4 ml; 171.73 mmol) and 4-amino-piperidine-1-carboxylic acid tert-butyl ester (12.04 g; 60.11 mmol) and all let stir at ambient temperature for 16 hours and 3 hours at 50° C. The reaction mixture was purified by using reversed phase chromatography under basic conditions.

Workup

  1. customThe reaction mixture was purified

Sources & evidence

ORD record
ord-27f10afc482248859ff49dc802548f9e
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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