1,2-Dichloroethane → HCID 66940107, compound

HRID 1364186Notes

Reaction equation

HRID 1364186 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C@H:7]([NH:18][S@:19]([C:21]([CH3:24])([CH3:23])[CH3:22])=[O:20])[CH2:8][C:9]2[CH:14]=[C:13]([F:15])[C:12]([F:16])=[CH:11][C:10]=2[F:17])[CH2:3][CH2:2]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[CH:48]1([S:54][CH2:55][C:56](O)=[O:57])[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]1.CN(C=O)C>ClCCl>[CH:48]1([S:54][CH2:55][C:56]([N:1]2[CH2:6][CH2:5][CH:4]([C@H:7]([NH:18][S@:19]([C:21]([CH3:24])([CH3:23])[CH3:22])=[O:20])[CH2:8][C:9]3[CH:14]=[C:13]([F:15])[C:12]([F:16])=[CH:11][C:10]=3[F:17])[CH2:3][CH2:2]2)=[O:57])[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]1

Participants

8

Reactant 6

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 157283282-(Cyclohexylthio)acetic acidHCID 57954726HCID 57954726, compound

Product 1

HCID 66940107HCID 66940107, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (S)-2-Methyl-propane-2-sulfinic acid [(R)-1-piperidin-4-yl-2-(2,4,5-trifluoro-phenyl)-ethyl]-amide (200 mg, 0.552 mmol) in dichloromethane (1 mL) are added EDC (127 mg, 0.662 mmol), HOBt (97 mg, 0.718 mmol), DIPEA (283 uL, 1.656 mmol) and cyclohexylsulfanyl-acetic acid in DMF (2 mL, 1.2 mmol). After stirring at rt during 3 days, the mixture is washed with an aqueous 1N HCl solution, the organic phase is dried and evaporated to give the title compound.

Workup

  1. washthe mixture is washed with an aqueous 1N HCl solution
  2. customthe organic phase is dried
  3. customevaporated

Sources & evidence

ORD record
ord-8d16c65ed8924a6aba67c9a2a84bb4c9
Source dataset
uspto-grants-2011_02
Patent number
US07888351B2

Reaction notes

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