Lawesson's reagent → HCID 21025063, compound

HRID 1796661Notes

Reaction equation

HRID 1796661 reaction equation
[C:1]([C:3]1[CH:8]=[N:7][N:6]2[CH:9]=[C:10]([C:13]([NH2:15])=O)[C:11]([CH3:12])=[C:5]2[C:4]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)#[N:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1>C1(C)C=CC=CC=1>[C:1]([C:3]1[CH:8]=[N:7][N:6]2[CH:9]=[C:10]([C:13](=[S:39])[NH2:15])[C:11]([CH3:12])=[C:5]2[C:4]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)#[N:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 22179611HCID 22179611, compound

Product 1

HCID 21025063HCID 21025063, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-cyano-5-methyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-6-carboxylic acid amide (Example 9) (23 mg, 0.06 mmol) and Lawessons Reagent (48.5 mg, 0.12 mmol) in toluene (2 ml) was heated at 100° C. for 5 min. After regular workup, the residue was purified by prep. TLC to give impure 423A (6 mg, 25%) (5% MeOH—CHCl3). It has a retention time of 6.19 min (standard LC1 method, 8 min run). LCMS Found: (M+H)+=400.2

Workup

  1. customAfter regular workup, the residue was purified by prep

Sources & evidence

ORD record
ord-5df43ae28faf42698e15cb35fa3dc21f
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

Loading…