Ethanol → 6-Chloro-5-methylpyridazin-3-amine
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6](C(C3C=CC(N(C)C)=CC=3)=C[N:10]=2)[N:7]=1.[OH-].[NH4+].[CH2:22](O)C>>[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH2:10])=[CH:4][C:3]=1[CH3:22]Participants
4
Conditions
- Temperature
- 100 °C
Procedure
3,6-dichloro-4-methylpyridazine 6 (1 g) was dissolved in 5 mL of ethanol and was added ammonium hydroxide (10 mL). The resulting reaction mixture was sealed in a pressure bottle and heated to 100° C. for 48 hours. The reaction mixture is cooled and the solvents were evaporated and purified by CombiFlash Companion using Hexane/DCM 40:60 solvent system (4 g normal phase RediSep Flash column with run time min at flow 18 mL/min) gave 0.640 g (72.7%) of 7 as yellow solid).
Workup
- customThe resulting reaction mixture
- customwas sealed in a pressure bottle
- temperatureThe reaction mixture is cooled
- customthe solvents were evaporated
- custompurified by CombiFlash Companion
Sources & evidence
- ORD record
- ord-e03ba7e1b4bd41d1a7869ca420ac399f
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07750007B2
Reaction notes
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