Lawesson's reagent → Morpholin-4-yl {3-(5-phenyl-1,3-thiazol-2-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}methanone

HRID 1643092Notes

Reaction equation

COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:10])=CC=1.[N:23]1([C:29]([N:31]2[CH2:36][CH:35]([C:37]3[CH:42]=[CH:41][C:40]([C:43]([F:46])([F:45])[F:44])=[CH:39][CH:38]=3)[CH2:34][CH:33]([C:47]([NH:49][CH2:50][C:51](=O)[C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=3)=O)[CH2:32]2)=[O:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>O1CCOCC1>[N:23]1([C:29]([N:31]2[CH2:36][CH:35]([C:37]3[CH:42]=[CH:41][C:40]([C:43]([F:46])([F:45])[F:44])=[CH:39][CH:38]=3)[CH2:34][CH:33]([C:47]3[S:10][C:51]([C:52]4[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=4)=[CH:50][N:49]=3)[CH2:32]2)=[O:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1

Participants

Conditions

Temperature: 50 °C

Procedure

600 mg (1.484 mmol) of Lawesson reagent were added to a solution of 300 mg (about 0.371 mmol) of the compound from Example 106A in 5 ml of dioxane. The reaction mixture was stirred at 50° C. for 5 h and, without any further purification, was purified by preparative HPLC. Yield: 5 mg (3% of theory)

Workup

customwas purified by preparative HPLC

Sources & evidence

ORD record: ord-5804217033db4e008db63385cba56387
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08119663B2

Reaction notes

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