Hydrogen chloride-ethyl acetate → HCID 178479653, compound

HRID 1620773Notes

Reaction equation

HRID 1620773 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][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][O:22][CH2:23][CH2:24][OH:25])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:8][CH2:7]1.[ClH:36].C(OCC)(=O)C>COC(C)(C)C>[ClH:36].[F:35][C:2]([F:1])([F:34])[C:3]1[CH:29]=[C:28]([C:30]([F:32])([F:33])[F:31])[CH:27]=[CH:26][C:4]=1[CH2:5][N:6]1[CH2:7][CH2:8][CH:9](/[CH:12]=[C:13]2/[C:14]([NH:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][OH:25])=[N:15][C:16](=[O:18])[S:17]/2)[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 178518154HCID 178518154, compound

Product 1

HCID 178479653HCID 178479653, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

To a solution of (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-{[2-(2-hydroxyethoxy)ethyl]amino}-1,3-thiazol-2(5H)-one (7.86 g) in tert-butyl methyl ether (70 mL) was added dropwise a solution of 4N hydrogen chloride/ethyl acetate (3.74 mL), and the mixture was stirred at room temperature for 1 hr. The precipitate was collected by filtration, and the obtained solid was recrystallized from ethanol/heptane to give the title compound (5.63 g).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customthe obtained solid was recrystallized from ethanol/heptane

Sources & evidence

ORD record
ord-0e796c9c4aff404982063d1fb65028f1
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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