Hydrochloric Acid → HCID 86711847, compound

HRID 623763Notes

Reaction equation

HRID 623763 reaction equation
Cl.[CH2:2]([N:9]1[C:13]([C:14]([F:17])([F:16])[F:15])=[C:12]([CH3:18])[C:11]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[C:10]1[C:26]([N:28]([CH2:30][CH2:31][NH:32]C(=O)OC(C)(C)C)[CH3:29])=[O:27])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCOCC1>[ClH:25].[NH2:32][CH2:31][CH2:30][N:28]([CH3:29])[C:26]([C:10]1[N:9]([CH2:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:13]([C:14]([F:16])([F:17])[F:15])=[C:12]([CH3:18])[C:11]=1[C:19]1[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=1)=[O:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86711849HCID 86711849, compound

Product 1

HCID 86711847HCID 86711847, compoundYield 154.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4 M HCl in dioxane (1.067 mL, 4.27 mmol) was added dropwise to a solution of tert-butyl 2-(1-benzyl-3-(4-chlorophenyl)-N,4-dimethyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxamido)ethylcarbamate (587 mg, 1.067 mmol) in dry dioxane (5 mL) under a N2 atmosphere. The mixture was stirred at room temperature for 5 d. The mixture was evaporated to dryness and the residue was stirred in Et2O. The solids were filtered off to obtain 400 mg (77%) of the desired product as a white solid.

Workup

  1. customThe mixture was evaporated to dryness
  2. stirringthe residue was stirred in Et2O
  3. filtrationThe solids were filtered off

Sources & evidence

ORD record
ord-8258a9a0bfa749329fad95fe52a3a803
Source dataset
uspto-grants-2016_04
Patent number
US09302988B2

Reaction notes

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