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Ammonia → HCID 67029027, compound

HRID 2061867
Notes
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Reaction equation

HRID 2061867 reaction equation
[C:1]([O:5][C:6]([N:8](C(OC(C)(C)C)=O)[C:9]1[CH:10]=[C:11]([C:16]([Br:19])=[CH:17][N:18]=1)[C:12](OC)=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH3:27]>CO>[Br:19][C:16]1[C:11]([C:12](=[O:13])[NH2:27])=[CH:10][C:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[N:18][CH:17]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 222AmmoniaHCID 67028723HCID 67028723, compound2×

Product 1

HCID 67029027HCID 67029027, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of methyl 2-(bis(tert-butoxycarbonyl)amino)-5-bromoisonicotinate (Intermediate 83, 100 g, 232 mmol) in 7 N ammonia in methanol (600 mL) was allowed to stir at 50° C. in a 1 L sealed tube overnight. The resulting mixture was evaporated to dryness and the crude product was directly used for the next step without further purification.

Workup

  1. customsealed tube overnight
  2. customThe resulting mixture was evaporated to dryness
  3. customthe crude product was directly used for the next step without further purification

Sources & evidence

ORD record
ord-85c01f4f694b483b817b39e11631e9df
Source dataset
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08283361B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes