Hydrochloric Acid → HCID 178466722, compound

HRID 1266702Notes

Reaction equation

HRID 1266702 reaction equation
C([O:3][C:4](=[O:31])[CH:5]([C:17]1[CH:22]=[C:21]([O:23][CH2:24][CH3:25])[C:20]([O:26][CH2:27][CH2:28][OH:29])=[CH:19][C:18]=1[F:30])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[NH:16])[NH:14][OH:15])=[CH:9][CH:8]=1)C.[OH-].[Na+:33].[ClH:34]>C1COCC1>[Cl-:34].[Na+:33].[CH2:24]([O:23][C:21]1[C:20]([O:26][CH2:27][CH2:28][OH:29])=[CH:19][C:18]([F:30])=[C:17]([CH:5]([NH:6][C:7]2[CH:8]=[CH:9][C:10]([C:13](=[NH:16])[NH:14][OH:15])=[CH:11][CH:12]=2)[C:4]([OH:31])=[O:3])[CH:22]=1)[CH3:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178472668HCID 178472668, compound

Product 1

HCID 178466722HCID 178466722, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

The (RS)-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-[4-(N-hydroxycarbamimidoyl)-phenylamino]-acetic acid ethyl ester (44 mg) described in example 1.8 was suspended in THF (0.9 ml). A 1 M solution of NaOH (0.101 ml) was added and the mixture was stirred for 30 min at 0° C. and for 2.5 h at room temperature. The mixture was neutralized with 1 M HCl and concentrated to give 42 mg of (RS)-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-[4-(N-hydroxycarbamimidoyl)-phenylamino]-acetic acid sodiumchloride as a colorless solid. MS: 408 ([M+H]+).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-3bcb7b728dfb44418e7c2d6e09283312
Source dataset
uspto-grants-2003_04
Patent number
US06548694B2

Reaction notes

Loading…