Lawesson's reagent → 5-[3-(6-Bromo-1-methyl-1H-indazol-3-ylamino)-phenyl]-5-methyl-morpholine-3-thione

HRID 925443Notes

Reaction equation

[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([NH:12][C:13]3[CH:14]=[C:15]([C:19]4([CH3:26])[NH:24][C:23](=O)[CH2:22][O:21][CH2:20]4)[CH:16]=[CH:17][CH:18]=3)=[N:7][N:8]2[CH3:11])=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:36])=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([NH:12][C:13]3[CH:14]=[C:15]([C:19]4([CH3:26])[NH:24][C:23](=[S:36])[CH2:22][O:21][CH2:20]4)[CH:16]=[CH:17][CH:18]=3)=[N:7][N:8]2[CH3:11])=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 120 °C

Procedure

To a suspension of 5-[3-(6-bromo-1-methyl-1H-indazol-3-ylamino)-phenyl]-5-methyl-morpholin-3-one (52.6 mg, 0.127 mmol) in toluene (3 ml) was added Lawesson's reagent (51.2 mg, 0.127 mmol) and the reaction mixture was heated at 120° C. for 2 h. The solvent was evaporated and the title compound was purified by FC (cyclohexane:EtOAc 100:0 to 80:20).

Workup

customThe solvent was evaporated
customthe title compound was purified by FC (cyclohexane:EtOAc 100:0 to 80:20)

Sources & evidence

ORD record: ord-f491b3b548484dc5a9185ca9c22cce8d
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09284284B2

Reaction notes

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