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

HRID 1396419Notes

Reaction equation

HRID 1396419 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]([CH2:20][CH2:21][CH3:22])[N:15]=2)[CH:3]=1.[NH3:23]>>[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:23])=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH2:21][CH3:22])[N:15]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 86689767Ethyl 6-chloro-4-(6-propylpyridin-2-ylamino)pyridazine-3-carboxylate

Product 1

HCID 866897686-Chloro-4-(6-propylpyridin-2-ylamino)pyridazine-3-carboxamideYield 94%

Procedure

Ethyl 6-chloro-4-(6-propylpyridin-2-ylamino)pyridazine-3-carboxylate (340 mg, 1.06 mmol) was stirred with 7N methanolic ammonia (15.1 mL, 106 mmol). A colorless precipitate formed within a few minutes. After 18 h, the mixture was concentrated in vacuo to give 6-chloro-4-(6-propylpyridin-2-ylamino)pyridazine-3-carboxamide (289 mg, 991 μmol, 94%) as an off-white powder. LC-MS 292.2 [M+H]+. This material was used directly without further purification.

Workup

  1. customA colorless precipitate formed within a few minutes
  2. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-87f8bafe3192401b89a8ee8ffb6ac892
Source dataset
uspto-grants-2014_12
Patent number
US08901124B2

Reaction notes

Loading…