Lawesson's reagent → (+/-)-5-(7-Chloro-2-(2-(4-morpholinyl)ethylamino)-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-3,4-dihydro-4-thioxo-2(1H)-pyrimidinone

HRID 324500Notes

Reaction equation

HRID 324500 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:23]([C:24]3[C:25](=O)[NH:26][C:27](=[O:31])[N:28]([CH3:30])[CH:29]=3)[C:10]3[N:11]=[C:12]([NH:14][CH2:15][CH2:16][N:17]4[CH2:22][CH2:21][O:20][CH2:19][CH2:18]4)[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:33]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:43])=CC=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:23]([C:24]3[C:25](=[S:43])[NH:26][C:27](=[O:31])[N:28]([CH3:30])[CH:29]=3)[C:10]3[N:11]=[C:12]([NH:14][CH2:15][CH2:16][N:17]4[CH2:18][CH2:19][O:20][CH2:21][CH2:22]4)[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:33]=1

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 88151425HCID 88151425, compound

Product 1

HCID 88152166(+/-)-5-(7-Chloro-2-(2-(4-morpholinyl)ethylamino)-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-3,4-dihydro-4-thioxo-2(1H)-pyrimidinone

Procedure

The title product was prepared from the product of step (i) (0.162 g) and Lawesson's reagent (0.7 g) according to the method of example 34 step (iv). Purification was by chromatography eluting with dichloromethane/ethanol/triethylamine mixtures to give the title product as a yellow solid.

Workup

  1. customPurification
  2. washeluting with dichloromethane/ethanol/triethylamine mixtures

Sources & evidence

ORD record
ord-fb777ff7b26a4562ba6bab158c41803f
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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