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Hydrogen chloride-ethyl acetate → HCID 178464055, compound

HRID 1620480
Notes
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Reaction equation

HRID 1620480 reaction equation
[F:1][C:2]([F:36])([F:35])[C:3]1[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[CH:27][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1.[ClH:37].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:37].[ClH:37].[F:36][C:2]([F:1])([F:35])[C:3]1[CH:30]=[C:29]([C:31]([F:33])([F:34])[F:32])[CH:28]=[CH:27][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 178464054HCID 178464054, compound

Product 1

HCID 178464055HCID 178464055, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-{[2-(diethylamino)ethyl]amino}-1,3-thiazol-2(5H)-one (115 mg) in ethyl acetate (2 mL) was added 4M hydrogen chloride/ethyl acetate solution (0.21 mL), and the mixture was stirred at room temperature for 1 hr. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol/ethyl acetate to give the title compound (72 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was recrystallized from ethanol/ethyl acetate

Sources & evidence

ORD record
ord-715c5e2e1a0344a3ad26f8711f667de2
Source dataset
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08772277B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes