1,4-Dioxane hydrochloride → HCID 131735798, compound

HRID 2204769Notes

Reaction equation

HRID 2204769 reaction equation
[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([CH2:25][N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)[C:22]([C:32]2[CH:33]=[N:34][N:35]([CH3:37])[CH:36]=2)=[CH:21][C:10]=1[C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O1CCOCC1>CO>[ClH:20].[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([CH2:25][N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)[C:22]([C:32]2[CH:33]=[N:34][N:35]([CH3:37])[CH:36]=2)=[CH:21][C:10]=1[C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=1)=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66611952HCID 66611952, compound

Product 1

HCID 131735798HCID 131735798, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(benzyloxy)-N-(3-chlorophenyl)-5-(1-methyl-1H-pyrazol-4-yl)-4-(morpholinomethyl)benzamide (43 mg, 0.083 mmol) (may be prepared as described in example 49) in Methanol (3 mL) was added an excess of 1,4-dioxane HCl solution (1 mL, 11.69 mmol) at room temperature. The mixture was stirred at room temperature for 1 hour and evaporated on a buchi under reduced pressure to give a pale yellow solid. The solid was triturated with ether (5 ml) and the solid filtered off to give the title compounds as a pale yellow solid. Yield: 44 mg

Workup

  1. customevaporated on a buchi under reduced pressure
  2. customto give a pale yellow solid
  3. customThe solid was triturated with ether (5 ml)
  4. filtrationthe solid filtered off

Sources & evidence

ORD record
ord-368fad5c3f4d426aa04cef7f1cd1fa8c
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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