Difluoroacetic acid → HCID 60024125, compound

HRID 584686Notes

Reaction equation

HRID 584686 reaction equation
[F:1][CH:2]([F:28])[C:3](=[S:27])[NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][S:21](=[O:25])(=[O:24])[CH2:20][CH2:19]3)=[C:14]([F:26])[CH:13]=2)[CH2:7]1.[F:29]C(F)C(O)=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=S)=CC=1>>[F:28][CH:2]([F:1])[C:3](=[S:27])[NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[C:16]([F:29])[C:15]([N:18]3[CH2:19][CH2:20][S:21](=[O:24])(=[O:25])[CH2:22][CH2:23]3)=[C:14]([F:26])[CH:13]=2)[CH2:7]1

Participants

4

Reactant 3

HCID 9788Difluoroacetic acidHCID 87949Lawesson's reagentHCID 60024140HCID 60024140, compound

Product 1

HCID 60024125HCID 60024125, compound

Procedure

Following the procedure described in Example 6 for the preparation of 13 the amine 27 (prepared according to the procedure described in U.S. Pat. No. 6,342,523) is first condensed with difluoroacetic acid and the resulting amide is allowed to react with Lawesson's Reagent to give the title compound 26 which is purified by silica gel chromatography with 5% MeOH—CH2Cl2.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-554c30dcafe64d26819b9f5ca2cd9e27
Source dataset
uspto-grants-2005_08
Patent number
US06927229B2

Reaction notes

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