Trifluoroacetic acid → HCID 59651870, compound

HRID 221841Notes

Reaction equation

HRID 221841 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]([CH3:27])[CH2:25][C:24](=[O:28])[NH:23][N:22]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:27][CH:26]1[C:21]([C:18]2[CH:17]=[CH:16][C:15]([O:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:20][CH:19]=2)=[N:22][NH:23][C:24](=[O:28])[CH2:25]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59652029HCID 59652029, compound

Product 1

HCID 59651870HCID 59651870, compoundYield 48.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (1 g, 2.5 mmol) in methylene chloride at RT was treated with trifluoroacetic acid (3 mL, 38.9 mmol) and stirred at RT for 3 h. TFA was evaporated at reduced pressure to obtain 5-methyl-6-[4-(piperidin-4-yloxy)-phenyl]-4,5-dihydro-2H-pyridazin-3-one (0.35 g, 47%), MS m/z 288 (M+H).

Workup

  1. customTFA was evaporated at reduced pressure

Sources & evidence

ORD record
ord-ed713e9e2ada439ead8a4c8fc82b6d1a
Source dataset
uspto-grants-2012_06
Patent number
US08207168B2

Reaction notes

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