Ammonia → 6-Chloro-4-(6-ethoxypyridin-2-ylamino)pyridazine-3-carboxamide

HRID 1396430Notes

Reaction equation

HRID 1396430 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]=[CH:18][CH:17]=[C:16]([O:20][CH2:21][CH3:22])[N:15]=2)[CH:3]=1.CO.[NH3:25]>>[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:25])=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH2:21][CH3:22])[N:15]=2)[CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 86689774Ethyl 6-chloro-4-(6-ethoxypyridin-2-ylamino)pyridazine-3-carboxylate

Product 1

HCID 866897756-Chloro-4-(6-ethoxypyridin-2-ylamino)pyridazine-3-carboxamideYield 90%

Conditions

Temperature
25 °C

Procedure

Ethyl 6-chloro-4-(6-ethoxypyridin-2-ylamino)pyridazine-3-carboxylate (40.3 mg, 125 mmol) was dissolved in 7 N ammonia in methanol solution (7.01 g, 9 mL, 63.0 mmol) and stirred at 25° C. for 18 h. The reaction mixture was concentrated in vacuo to give 6-chloro-4-(6-ethoxypyridin-2-ylamino)pyridazine-3-carboxamide (33 mg, 112 μmol, 90%) as a light yellow solid that was used directly without further purification. MS (EI/CI) m/z: 294.1 [M+H].

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-0fc7816c71354b6cb5b0bdf4cc2d1779
Source dataset
uspto-grants-2014_12
Patent number
US08901124B2

Reaction notes

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