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Ammonia → 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide

HRID 1434827
Notes
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Reaction equation

HRID 1434827 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[C:16]([NH:17]C(=O)C(F)(F)F)=[CH:15][CH:14]=[CH:13][N:12]=2)=[O:10])=[N:6][CH:7]=1.N>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[C:16]([NH2:17])=[CH:15][CH:14]=[CH:13][N:12]=2)=[O:10])=[N:6][CH:7]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86619994N-(5-chloropyridin-2-yl)-3-(trifluoroacetyl)amino-pyridine-2-carboxamide

Product 1

HCID 115578513-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To N-(5-chloropyridin-2-yl)-3-(trifluoroacetyl)amino-pyridine-2-carboxamide (1 g, 2.9 mmol) was added 5 mL of 2 M NH3 in MeOH. The reaction vessel was capped and heated to 50° C. for 12 h. The reaction mixture was cooled to 0° C. for 30 min and filtered to provide N-(5-chloropyridin-2-yl)-3-aminopyridine-2-carboxamide (0.72 g, 100%).

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. customThe reaction vessel was capped
  2. temperatureThe reaction mixture was cooled to 0° C. for 30 min
  3. filtrationfiltered

Sources & evidence

ORD record
ord-71e8b26fada04d0f84a87b86a2d465d7
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07615568B2

Reaction notes

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