Hydrochloric Acid → HCID 131718964, compound

HRID 1654518Notes

Reaction equation

C(OC([NH:8][CH:9]1[CH2:12][C:11]2([CH2:17][CH2:16][N:15]([C:18]3[N:27]=[C:26]4[C:21]([C:22](=[O:41])[C:23]([C:36]([O:38]CC)=[O:37])=[CH:24][N:25]4[C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=4[F:35])=[CH:20][C:19]=3[F:42])[CH2:14][CH2:13]2)[CH2:10]1)=O)(C)(C)C.[ClH:43]>>[ClH:43].[NH2:8][CH:9]1[CH2:12][C:11]2([CH2:17][CH2:16][N:15]([C:18]3[N:27]=[C:26]4[C:21]([C:22](=[O:41])[C:23]([C:36]([OH:38])=[O:37])=[CH:24][N:25]4[C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=4[F:35])=[CH:20][C:19]=3[F:42])[CH2:14][CH2:13]2)[CH2:10]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 15282183HCID 15282183, compound

Product 1

HCID 131718964HCID 131718964, compoundYield 58%

Procedure

A solution of 7- (2-tert-butoxycarbonylamino-7-azaspiro[3.5 ]non-7-yl) 6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, ethyl ester (399 mg, 0.68 mmol) was hydrolyzed with hydrochloric acid to provide the title product, mp 270° C. (decomp.), 223 mg (0.45 mmol, 58% yield for two steps).

Sources & evidence

ORD record: ord-fd7d8eb5ef664a578e6bc64343850d91
Source dataset: uspto-grants-1995_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05407943

Reaction notes

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