Hydrogen Sulfide → HCID 86686139, compound

HRID 869190Notes

Reaction equation

HRID 869190 reaction equation
CCN(C(C)C)C(C)C.[C:10]([C:12]1[N:17]=[N:16][C:15]([N:18]([CH2:26][C:27]2([C:31]3[C:36]([F:37])=[CH:35][CH:34]=[CH:33][N:32]=3)[CH2:30][CH2:29][CH2:28]2)[C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:14][CH:13]=1)#[N:11].[SH2:38]>CN1C(=O)CCC1>[C:10]([C:12]1[N:17]=[N:16][C:15]([N:18]([CH2:26][C:27]2([C:31]3[C:36]([F:37])=[CH:35][CH:34]=[CH:33][N:32]=3)[CH2:30][CH2:29][CH2:28]2)[C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:14][CH:13]=1)(=[S:38])[NH2:11]

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 81531DiisopropylethylamineHCID 68232219HCID 68232219, compound

Product 1

HCID 86686139HCID 86686139, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

NMP (40 mL) and DIPEA (10 mL) were added to t-butyl 6-cyanopyridazin-3-yl((1-(3-fluoropyridin-2-yl)cyclobutyl)methyl)carbamate (3.9 g, 10 mmol), and hydrogen sulfide was bubbled through the reaction mixture for 2 h. The reaction was diluted with water, and the resultant yellow solid was filtered and dried under vacuum to give 2.1 g of t-butyl 6-carbamothioylpyridazin-3-yl((1-(3-fluoropyridin-2-yl)cyclobutyl)methyl)carbamate as a yellow solid.

Workup

  1. customwas bubbled through the reaction mixture for 2 h
  2. additionThe reaction was diluted with water
  3. filtrationthe resultant yellow solid was filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c5c19b4d5bde46249da8286fc9bb40d9
Source dataset
uspto-grants-2015_03
Patent number
US08969346B2

Reaction notes

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