S-2-Pyridinyl 4-bromo-2-chlorobenzenecarbothioate → 1-(4-Bromo-2-chlorophenyl)ethan-1-one

HRID 858794Notes

Reaction equation

HRID 858794 reaction equation
[CH:1]1(C2(CCC3C=CC(C(O)C)=C(F)C=3)OC(=O)C(CC3N=C4N=C(C)C=C(C)N4N=3)=C(O)C2)CCCC1.N1C=CC=CC=1S[C:45](=[O:54])[C:46]1[CH:51]=[CH:50][C:49]([Br:52])=[CH:48][C:47]=1[Cl:53].N1C=CC=CC=1SC(=O)C1C=CC(Br)=CC=1F>>[Br:52][C:49]1[CH:50]=[CH:51][C:46]([C:45](=[O:54])[CH3:1])=[C:47]([Cl:53])[CH:48]=1

Participants

4

Reactant 3

HCID 21062254S-2-Pyridinyl 4-bromo-2-chlorobenzenecarbothioateHCID 210622554-Bromo-2-fluoro-thiobenzoic acid S-pyridin-2-yl esterHCID 68868602HCID 68868602, compound

Product 1

HCID 155609501-(4-Bromo-2-chlorophenyl)ethan-1-one

Procedure

The title compound was prepared analogously to Step 2 from Example X(X): 6-Cyclopentyl-3-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylmethyl)-6-{2-[3-fluoro-4-(1-hydroxy-ethyl)-phenyl]-ethyl}-4-hydroxy-5,6-dihydro-pyran-2-one where 4-Bromo-2-chloro-thiobenzoic acid S-pyridin-2-yl ester (described in step 1 below) was substituted in place of 4-Bromo-2-fluoro-thiobenzoic acid S-pyridin-2-yl ester. 1H NMR (CDCl3) δ 2.64 (s, 3H), 7.46–7.48 (m,2H), 7.61 (s, 1H). ESIMS (MH+): 234.1.

Sources & evidence

ORD record
ord-6c1a410361034aafa6e04c7205fdc725
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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