Ammonia → HCID 86689791, compound

HRID 1396452Notes

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]([CH:21]([CH3:23])[CH3:22])[N:15]=2)[CH:3]=1.[NH3:24]>CO>[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:24])=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH:21]([CH3:23])[CH3:22])[N:15]=2)[CH:3]=1

Participants

Conditions

Temperature: 45 °C

Procedure

To a solution of ethyl 6-chloro-4-(6-isopropyl-4-methylpyridin-2-ylamino)pyridazine-3-carboxylate (115 mg, 343 μmol) in methanol (1 mL) was added ammonia in methanol (7 N, 4.91 mL, 34.3 mmol) and then the mixture heated at 45° C. for 20 h. The mixture was concentrated in vacuo to give 6-chloro-4-(6-isopropyl-4-methylpyridin-2-ylamino)pyridazine-3-carboxamide (105 mg, 343 μmol, 100%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.91 (s, 1H), 9.25 (s, 1H), 8.85 (s, 1H), 8.21 (s, 1H), 6.87 (s, 1H), 6.77 (s, 1H), 3.01 (m, 1H), 2.31 (s, 3H), 1.28 (d, J=6.6 Hz, 6H); MS (EI/CI) m/z: 305.9 [M+H].

Workup

concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record: ord-683f40130c4c4dc18cdc024d634d7632
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08901124B2

Reaction notes

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