Ammonia → HCID 10378113, compound

HRID 646666Notes

Reaction equation

HRID 646666 reaction equation
[NH2:1][C:2]1[C:3]([C:18]([O:20]C)=O)=[N:4][C:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][CH:9]=2)=[CH:6][N:7]=1.[NH3:22]>CO>[NH2:1][C:2]1[C:3]([C:18]([NH2:22])=[O:20])=[N:4][C:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][CH:9]=2)=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 68651564HCID 68651564, compound

Product 1

HCID 10378113HCID 10378113, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
85 °C

Procedure

A solution of methyl 3-amino-6-naphthalen-1-ylpyrazine-2-carboxylate (80 mg, 0.29 mmol) in methanol (30 mL) was saturated with ammonia gas at 0° C. in a high-pressure test tube. The reaction tube was tightly sealed and heated to 80-90° C. for 4h. Reaction cooled to room temperature and evaporated at reduced pressure to afford 3-amino-6-naphthalen-1-ylpyrazine-2-carboxamide (59 mg, 79% yield) as yellow product: 1H NMR (400 MHz, CDCl3): δ 8.80 (s, 1H), 8.10 (d, 1H), 7.90 (d, 2H), 7.58 (m, 6H); MS (EI) for C15H12N4O: 265 (MH+).

Workup

  1. customThe reaction tube was tightly sealed
  2. customReaction
  3. temperaturecooled to room temperature
  4. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-dec36be832574c6daed8afd123e0cf53
Source dataset
uspto-grants-2010_04
Patent number
US07704995B2

Reaction notes

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