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

HRID 324498Notes

Reaction equation

HRID 324498 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:19]([C:20]3[C:21](=O)[NH:22][C:23](=[O:27])[N:24]([CH3:26])[CH:25]=3)[C:10]3[N:11]=[C:12]([N:14]4[CH2:18][CH2:17][CH2:16][CH2:15]4)[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:29]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:19]([C:20]3[C:21](=[S:39])[NH:22][C:23](=[O:27])[N:24]([CH3:26])[CH:25]=3)[C:10]3[N:11]=[C:12]([N:14]4[CH2:18][CH2:17][CH2:16][CH2:15]4)[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:29]=1

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 70115681HCID 70115681, compound

Product 1

HCID 88151786(+/-)-5-(7-Chloro-2-(pyrrolidin-1-yl)-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-3,4-dihydro-4-thioxo-2(1H)-pyrimidinone

Procedure

The product from step (i) (0.04 g) was treated with Lawesson's reagent (0.037 g) according to the method of example 34 step (iv). Purification was by chromatography eluting with 1:1 ethyl acetate/isohexane to give the title product as a yellow solid.

Workup

  1. customPurification
  2. washeluting with 1:1 ethyl acetate/isohexane

Sources & evidence

ORD record
ord-73856cc7dfea4a0e9c5161ffb7a854c5
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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