tert-Butyl (4-chloro-3-iodopyridin-2-yl)carbamate → 4-Chloro-3-iodopyridin-2-amine
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8]C(=O)OC(C)(C)C)[C:3]=1[I:16]>Br>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1[I:16]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
The solution of tert-butyl 4-chloro-3-iodopyridin-2-ylcarbamate (3.2 g, 9 mmol) in HBr (48%, 15 mL) was allowed to stir at 100° C. for 1 h. The reaction mixture was concentrated and the resulting residue was neutralized with aqueous Na2CO3, extracted with EtOAc (2×25 mL), dried over Na2SO4, filtered and concentrated to used in next step directly without further purification. LC/MS m/z=255.19 [M+H]+
Workup
- concentrationThe reaction mixture was concentrated
- extractionextracted with EtOAc (2×25 mL)
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated
- customto used in next step directly without further purification
Sources & evidence
- ORD record
- ord-8fddd853c3c747f1be988788d1a28ff7
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09273033B2
Reaction notes
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