Water → HCID 67344796, compound
Reaction equation
C[O:2][C:3]([CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[C:16]([NH:17][C:18](=[O:26])[C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=3)=[CH:15][C:14]([Cl:27])=[CH:13][N:12]=2)[CH2:7][CH2:6]1)=[O:4].O.[OH-].[Na+]>CO>[Cl:27][C:14]1[CH:15]=[C:16]([NH:17][C:18](=[O:26])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[C:11]([N:8]2[CH2:9][CH2:10][CH:5]([C:3]([OH:4])=[O:2])[CH2:6][CH2:7]2)=[N:12][CH:13]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of 0.480 g (1.18 mmol) of 5′-chloro-3′-(3-chloro-benzoylamino)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid methyl ester in a 1:1 mixture of water:methanol (10 mL) is added 1.0 mL (2.5 mmol) of sodium hydroxide as a 10% aqueous solution. The mixture is stirred at room temperature overnight then concentrated under reduced pressure to remove volatile organics. The pH is adjusted to approximately pH 5 by the addition of a 2N solution of hydrochloric acid causing a solid to precipitate from solution. The material is collected by filtration, washed with water, and dried on the filter pad to provide 0.35 g (75%) of 5′-chloro-3′-(3-chloro-benzoylamino)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid as a light yellow solid.
Workup
- concentrationthen concentrated under reduced pressure
- customto remove volatile organics
- additionThe pH is adjusted to approximately pH 5 by the addition of a 2N solution of hydrochloric acid causing a solid
- customto precipitate from solution
- filtrationThe material is collected by filtration
- washwashed with water
- customdried on the filter pad
Sources & evidence
- ORD record
- ord-0697394031394487a73e0c23b0031a42
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08952004B2
Reaction notes
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