N,O-Dimethylhydroxylamine → 6-Chloro-pyrimidine-4-carboxylic acidmethoxy-methyl-amide
Reaction equation
CCN(C(C)C)C(C)C.[Cl:10][C:11]1[N:16]=[CH:15][N:14]=[C:13]([C:17](Cl)=[O:18])[CH:12]=1.[CH3:20][NH:21][O:22][CH3:23]>C(Cl)Cl>[CH3:23][O:22][N:21]([CH3:20])[C:17]([C:13]1[CH:12]=[C:11]([Cl:10])[N:16]=[CH:15][N:14]=1)=[O:18]Participants
5
Conditions
- Temperature
- 0 °C
Procedure
20.7 mL (0.120 mol) DIPEA were added at 0° C. to 10.7 g (54.4 mmol) 6-chloropyrimidine-4-carboxylic acid chloride and 5.50 g (56.4 mmol) N,O-dimethylhydroxylamine in 150 mL DCM and stirred for 1 h at 0° C. and 1 h at RT. The mixture was diluted with DCM and washed with water. The organic phase was dried on sodium sulphate, filtered and evaporated down.
Workup
- washwashed with water
- customThe organic phase was dried on sodium sulphate
- filtrationfiltered
- customevaporated down
Sources & evidence
- ORD record
- ord-8b437771f8824af9836eb3de4a1f57ee
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08629137B2
Reaction notes
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