Ammonium Chloride → 7-((1S,4S)-5-(tert-butoxycarbonyl)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

HRID 1696944Notes

Reaction equation

HRID 1696944 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@@H:12]2[CH2:14][C@H:9]1[CH2:10][N:11]2[C:15]1[N:24]=[C:23]2[C:18]([C:19](=[O:41])[C:20]([C:36]([O:38]CC)=[O:37])=[CH:21][N:22]2[CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:27]=2[O:34][CH3:35])=[CH:17][C:16]=1[F:42])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl-].[NH4+]>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@@H:12]2[CH2:14][C@H:9]1[CH2:10][N:11]2[C:15]1[N:24]=[C:23]2[C:18]([C:19](=[O:41])[C:20]([C:36]([OH:38])=[O:37])=[CH:21][N:22]2[CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:27]=2[O:34][CH3:35])=[CH:17][C:16]=1[F:42])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 67274956Ethyl 7-((1s,4s)-5-(tert-butoxycarbonyl)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Product 1

HCID 672750787-((1S,4S)-5-(tert-butoxycarbonyl)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of EXAMPLE 84A in 1:1 ethanol/1M NaOH (20 mL) was heated at 80° C. for 18 hours then cooled, poured into saturated ammonium chloride (100 mL), and filtered.

Workup

  1. temperaturethen cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-1334da4b5c034c5cade0b1a24e5fb153
Source dataset
uspto-grants-2012_04
Patent number
US08163769B2

Reaction notes

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