Hydrochloric Acid → HCID 11697743, compound
Reaction equation
[CH3:1][O:2][C:3]1[C:15]2[N:14]([CH3:16])[C:13]3[C:12](=[O:17])[N:11]([CH3:18])[CH2:10][CH2:9][C:8]=3[C:7]=2[C:6]([C:19]([O:21]C2C=CC([N+]([O-])=O)=CC=2)=O)=[CH:5][CH:4]=1.[NH2:31][C:32]1[C:37]([Cl:38])=[CH:36][N:35]=[CH:34][C:33]=1[Cl:39].[H-].[Na+].Cl>>[Cl:39][C:33]1[CH:34]=[N:35][CH:36]=[C:37]([Cl:38])[C:32]=1[NH:31][C:19]([C:6]1[C:7]2[C:8]3[CH2:9][CH2:10][N:11]([CH3:18])[C:12](=[O:17])[C:13]=3[N:14]([CH3:16])[C:15]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:21]Participants
5
Procedure
To a solution of p-nitrophenyl ester (from step 6) (1 mmol) and 4-amino-3,5-dichloropyridine (1.2 mmol), NaH (1.2 mmol) was added at once and the reaction mixture was stirred for 18 h at room temperature it was then acidified with few drops of 6N HCl. Desired amide precipitated out that was filtered and dried (80-90%).
Workup
- customDesired amide precipitated out
- filtrationthat was filtered
- customdried (80-90%)
Sources & evidence
- ORD record
- ord-402237822beb4b14b6e77a750663c1ad
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08129401B2
Reaction notes
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