Ammonia → HCID 86689749, compound

HRID 1396393Notes

Reaction equation

HRID 1396393 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8](OCC)=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=2)[CH:3]=1.[NH3:22]>CO>[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:22])=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86689748Ethyl 6-chloro-4-(4,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxylate

Product 1

HCID 86689749HCID 86689749, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 6-chloro-4-(4,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxylate (165 mg, 538 μmol) in methanol (1 mL) was added ammonia in methanol (4.72 g, 6 mL, 42.0 mmol) and the mixture stirred at 50° C. for 16 h. The mixture was then concentrated in vacuo to give 6-chloro-4-(4,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxamide (140 mg, 504 μmol, 94%) as a white solid. 1H NMR (400 MHz, DMSO-d) δ ppm 11.92 (s, 1H), 9.13 (s, 1H), 8.86 (s, 1H), 8.21 (s, 1H), 6.84 (s, 1H), 6.76 (s, 1H), 2.45 (s, 3H), 2.29 (s, 3H); MS (EI/CI) m/z: 277.9 [M+H].

Workup

  1. concentrationThe mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-e489477230914033976e51c17c96f142
Source dataset
uspto-grants-2014_12
Patent number
US08901124B2

Reaction notes

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