Trifluoroacetic acid → HCID 59651988, compound

HRID 221837Notes

Reaction equation

HRID 221837 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[C:20]([F:21])=[CH:19][C:18]([C:22]3[CH2:27][CH2:26][C:25](=[O:28])[NH:24][N:23]=3)=[CH:17][C:16]=2[F:29])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:21][C:20]1[CH:19]=[C:18]([C:22]2[CH2:27][CH2:26][C:25](=[O:28])[NH:24][N:23]=2)[CH:17]=[C:16]([F:29])[C:15]=1[O:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59651895HCID 59651895, compound

Product 1

HCID 59651988HCID 59651988, compoundYield 113.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-[2,6-difluoro-4-(6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (0.42 g, 1 mmol) in methylene chloride (5 mL) was treated with trifluoro acetic acid (10 mL). The mixture was stirred at RT for 3 h and TFA was concentrated at reduced pressure to give 6-[3,5-difluoro-4-(piperidin-4-yloxy)-phenyl]-4,5-dihydro-2H-pyridazin-3-one (0.35 g, quantitative yield), MS m/z 310 (M+H).

Workup

  1. concentrationTFA was concentrated at reduced pressure

Sources & evidence

ORD record
ord-647fadf35970461a947faf2e784c681c
Source dataset
uspto-grants-2012_06
Patent number
US08207168B2

Reaction notes

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