Ethanol → HCID 22121157, compound

HRID 368476Notes

Reaction equation

HRID 368476 reaction equation
Cl.Cl.[NH2:3][CH:4]1[CH2:7][NH:6][CH2:5]1.C(N(CC)CC)C.[NH2:15][C:16]1[N:21]=[C:20]([N:22]2[C:31]3[C:26](=[CH:27][C:28]([F:34])=[C:29](F)[C:30]=3[Cl:32])[C:25](=[O:35])[CH:24]([C:36]([OH:38])=[O:37])[C:23]2=[O:39])[C:19]([C:40]#[N:41])=[CH:18][C:17]=1[F:42].C(O)C>CN(C)C=O>[NH2:3][CH:4]1[CH2:7][N:6]([C:29]2[C:30]([Cl:32])=[C:31]3[C:26]([C:25](=[O:35])[CH:24]([C:36]([OH:38])=[O:37])[C:23](=[O:39])[N:22]3[C:20]3[C:19]([C:40]#[N:41])=[CH:18][C:17]([F:42])=[C:16]([NH2:15])[N:21]=3)=[CH:27][C:28]=2[F:34])[CH2:5]1

Participants

6

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 13491919Azetidin-3-amine--hydrogen chloride (1/2)HCID 22121168HCID 22121168, compound

Product 1

HCID 22121157HCID 22121157, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A solution in 300 mg of N,N-dimethylformamide of 40 mg of 3-aminoazetidine dihydrochloride and 80 mg of triethylamine was stirred at 90 ° C., and 50 mg of 1-(6-amino-3-cyano-5-fluoropyridine-2-yl)-8-chloro-6,7-difluoro-1,4-dihydro-4-oxoquinolone-3-carboxylic acid was added to the solution, and stirred at 90° C. for 10 minutes. To the reaction solution was added 1 ml of ethanol, and the solid precipitate was collected and dried to obtain 36 mg of the title compound as a pale yellow powder.

Workup

  1. customthe solid precipitate was collected
  2. customdried

Sources & evidence

ORD record
ord-07ddc845237d4739aec5ad871d77c4bf
Source dataset
uspto-grants-2000_10
Patent number
US06133284

Reaction notes

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