Hydrochloric Acid → 7-(1-Amino-6-azaspiro[2,5]oct-6-yl)-1-cyclopropyl-6,8-difluoro-1,4,-dihydro-4-oxo-quinoline-3-carboxylic acid, hydrochloride salt

HRID 1654520Notes

Reaction equation

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

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 703471427-(1-tert-Butoxycarbonylamino-6-azaspiro[2.5]oct-6-yl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid

Product 1

HCID 1317189657-(1-Amino-6-azaspiro[2,5]oct-6-yl)-1-cyclopropyl-6,8-difluoro-1,4,-dihydro-4-oxo-quinoline-3-carboxylic acid, hydrochloride saltYield 43%

Procedure

According to the procedure of example 1B, the compound of step A (352.2 mg, crude) was hydrolyzed with hydrochloric acid to provide the title product, mp 241° C. (decomp.), 130.7 mg (0.31 mmol, 43% yield for two steps).

Sources & evidence

ORD record: ord-2c968d1506b943b0bab95c33037f7bcc
Source dataset: uspto-grants-1995_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05407943

Reaction notes

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