Methanesulfonic Acid → HCID 3055173, compound

HRID 643638Notes

Reaction equation

HRID 643638 reaction equation
[NH2:1][CH2:2][CH:3]1[C:7](=[N:8][O:9][CH3:10])[CH2:6][N:5]([C:11]2[N:20]=[C:19]3[C:14]([C:15](=[O:27])[C:16]([C:24]([OH:26])=[O:25])=[CH:17][N:18]3[CH:21]3[CH2:23][CH2:22]3)=[CH:13][C:12]=2[F:28])[CH2:4]1.[CH3:29][S:30]([OH:33])(=[O:32])=[O:31]>ClCCl.C(O)C>[CH3:29][S:30]([OH:33])(=[O:32])=[O:31].[NH2:1][CH2:2][CH:3]1[C:7](=[N:8][O:9][CH3:10])[CH2:6][N:5]([C:11]2[N:20]=[C:19]3[C:14]([C:15](=[O:27])[C:16]([C:24]([OH:26])=[O:25])=[CH:17][N:18]3[CH:21]3[CH2:23][CH2:22]3)=[CH:13][C:12]=2[F:28])[CH2:4]1

Participants

5

Reactant 2

HCID 6395Methanesulfonic AcidHCID 729387-[3-(Aminomethyl)-4-methoxyimino-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Product 1

HCID 3055173HCID 3055173, compoundYield 95.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

7-(3-Aminomethyl-4-methyloxyiminopyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (3.89 g, 10 mmol) was suspended in a mixture of dichloromethane and ethanol (110 ml, 8:2 v/v). Methanesulfonic acid (0.94 g, 9.8 mmol) was added dropwise and the resulting solution was stirred for 1 hour at 0° C. The resulting solid was filtered, washed with ethanol then dried to give the title compound (4.55 g).

Workup

  1. filtrationThe resulting solid was filtered
  2. washwashed with ethanol
  3. customthen dried

Sources & evidence

ORD record
ord-047bb66b0dd34717996188fe65c94f0f
Source dataset
uspto-grants-2010_04
Patent number
US07700617B2

Reaction notes

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