Hydrochloric Acid → HCID 11993401, compound

HRID 1867881Notes

Reaction equation

HRID 1867881 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=2)=[CH:10][C:11]2[N:12]([C:14]([CH2:17][CH:18]3[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)=[N:15][N:16]=2)[N:13]=1.Cl>C(Cl)Cl.C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:31]2[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=2)=[CH:10][C:11]2[N:12]([C:14]([CH2:17][CH:18]3[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]3)=[N:15][N:16]=2)[N:13]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69030165HCID 69030165, compound

Product 1

HCID 11993401HCID 11993401, compoundYield 170.8%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-((6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)piperidine-1-carboxylate (Example 19) (0.6 g, 1.11 mmol) in CH2Cl2 (15 mL) was added 2 M HCl in diethyl ether (5 mL. The resulting mixture was stirred at room temperature for 2 h, then concentrated under reduced pressure. The obtained residue was evaporated with CH2Cl2 three times, dried in high vacuum overnight to afford 450 mg (85%) of the title compound as an off-white powder. HPLC/MS (method A): retention time=3.01 min, (M+H)+=438.2.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe obtained residue was evaporated with CH2Cl2 three times
  3. customdried in high vacuum overnight

Sources & evidence

ORD record
ord-d6fd6117ce2a451e9ad61c90ce269bbe
Source dataset
uspto-grants-2009_12
Patent number
US07632837B2

Reaction notes

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