Hydrochloric Acid → HCID 86609468, compound

HRID 1171729Notes

Reaction equation

HRID 1171729 reaction equation
[ClH:1].[CH:2]1([C:5](=[O:33])[CH:6]([N:14]2[CH2:19][CH2:18][CH:17]([SH:20])/[C:16](=[CH:21]\[C:22]3[N:23]([CH2:27][C:28]([O:30]CC)=[O:29])[CH:24]=[CH:25][N:26]=3)/[CH2:15]2)[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[F:13])[CH2:4][CH2:3]1.Cl>C(#N)C>[ClH:1].[C:28]([CH2:27][N:23]1[CH:24]=[CH:25][N:26]=[C:22]1/[CH:21]=[C:16]1/[CH2:15][N:14]([CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[F:13])[C:5]([CH:2]2[CH2:3][CH2:4]2)=[O:33])[CH2:19][CH2:18][CH:17]/1[SH:20])([OH:30])=[O:29]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86609470HCID 86609470, compound

Product 1

HCID 86609468HCID 86609468, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following a procedure similar to that described in Example 134, (Z-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-3-{[1-(ethoxycarbonylmethyl)-1H-imidazol-2-yl]methylidene}-4-sulfanylpiperidine hydrochloride (73.5 mg) was treated with 3N hydrochloric acid (3 ml) at 50° C. for 2 hours. The reaction solution was concentrated under reduced pressure and the residue was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: acetonitrile/0.024 N hydrochloric acid, 10/90, v/v) to afford the title compound (52.3 mg, yield: 95%) as a colourless amorphous solid.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was purified by preparative HPLC (YMC-Pack ODS-A

Sources & evidence

ORD record
ord-21952c0a1d6b45f1a184af2a40bea9e6
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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