Hydrochloric Acid → 5-amino-1-(2-hydroxyethyl)-1H-pyrazole-4-carbaldehyde
Reaction equation
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][C:3]=1[C:10]#N.Cl.C[OH:14]>[C].[Pd]>[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][C:3]=1[CH:10]=[O:14]Participants
5
Procedure
To a solution of 5-amino-1-(2-hydroxyethyl)-1H-pyrazole-4-carbonitrile (15 g) in methanol (300 ml) was added hydrochloric acid (1.8 ml) under ice-cooling. The resulting solution was stirred for 15 minutes. The mixture was treated with 10% palladium carbon (7.5 g) under a hydrogen atmosphere at room temperature for 3 hours. After the catalyst was filtered off, the filtrate was concentrated in vacuo to give 5-amino-1-(2-hydroxyethyl)-1H-pyrazole-4-carbaldehyde (13.3 g).
Workup
- temperaturecooling
- filtrationAfter the catalyst was filtered off
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-67e106826f9c4d3fac004ef6ef0484cf
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07179801B2
Reaction notes
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