Potassium hydroxy sulfite → HCID 68291798, compound

HRID 1408994Notes

Reaction equation

[CH2:1]([S:3][C:4]1[C:5]2[N:6]([CH:13]=[C:14]([C:16]3[N:17]=[N:18][N:19]([CH3:21])[N:20]=3)[CH:15]=2)[N:7]=[CH:8][C:9]=1[C:10]([NH2:12])=[O:11])[CH3:2].[OH:22]OS([O-])=O.[K+]>CC(C)=O.O>[CH2:1]([S:3]([C:4]1[C:5]2[N:6]([CH:13]=[C:14]([C:16]3[N:17]=[N:18][N:19]([CH3:21])[N:20]=3)[CH:15]=2)[N:7]=[CH:8][C:9]=1[C:10]([NH2:12])=[O:11])=[O:22])[CH3:2]

Participants

Conditions

Temperature: 23 °C

Procedure

To a solution of 4-(ethylthio)-6-(2-methyl-2H-tetrazol-5-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide (64 mg, 0.211 mmol) in acetone (1.0 mL) was added oxone (285 mg, 0.464 mmol) in water (1.0 mL). The reaction mixture was stirred at 23° C. for 1 hr. The reaction mixture was added 5 ml of water and stirred for 10 minutes. The solid was collected as the desired product (57.4 mg, 85% yield). 1H NMR (400 MHz, methanol-d4) δ 8.59 (d, J=1.8 Hz, 1H), 8.52 (s, 1H), 8.27 (d, J=1.5 Hz, 1H), 4.46 (s, 3H), 3.55-3.42 (m, 2H), 1.53 (s, 3H). MS (ES+) m/z: 320.10 (M+H); HPLC retention time: 2.007 min (analytical HPLC Method F).

Workup

stirringstirred for 10 minutes

Sources & evidence

ORD record: ord-a0273556dec84d6f8feda7b88810ee44
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921368B2

Reaction notes

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