Acetonitrile → HCID 23138935, compound

HRID 1171693Notes

Reaction equation

HRID 1171693 reaction equation
[ClH:1].C([S:5][CH:6]1[CH2:11][CH2:10][N:9]([CH:12]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])[C:13]([CH:15]2[CH2:17][CH2:16]2)=[O:14])[CH2:8]/[C:7]/1=[CH:25]\[C:26]1[N:30]([CH2:31][C:32]([O:34][CH3:35])=[O:33])[N:29]=[N:28][CH:27]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].C(#N)C>CO>[ClH:1].[CH:15]1([C:13](=[O:14])[CH:12]([N:9]2[CH2:10][CH2:11][CH:6]([SH:5])/[C:7](=[CH:25]/[C:26]3[N:30]([CH2:31][C:32]([O:34][CH3:35])=[O:33])[N:29]=[N:28][CH:27]=3)/[CH2:8]2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])[CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 86609441HCID 86609441, compound

Product 1

HCID 23138935HCID 23138935, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following a procedure similar to that described in Example 151, (E)-4-(acetylsulfanyl)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-{[1-(methoxycarbonylmethyl)-1H-1,2,3-triazol-5-yl]methylidene}piperidine hydrochloride (560 mg) was treated with potassium carbonate in methanol and the concentrated extract was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.024 N hydrochloric acid, 30/70, v/v) to afford the title compound (370 mg, yield: 72%) as a yellow amorphous solid.

Workup

  1. extractionthe concentrated extract
  2. customwas purified by preparative HPLC (YMC-Pack ODS-A

Sources & evidence

ORD record
ord-c0d4e536b1a44dd78107d02198100388
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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