1,4-Dioxane hydrochloride → HCID 67541888, compound

HRID 872005Notes

Reaction equation

HRID 872005 reaction equation
[ClH:1].O1CCOCC1.C(OC([N:15]1[CH2:20][CH2:19][O:18][C@@H:17]([C:21]([N:23]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[C:30]([O:42][CH2:43][CH2:44][CH2:45][O:46][CH3:47])[CH:29]=2)[CH:24]2[CH2:26][CH2:25]2)=[O:22])[CH2:16]1)=O)(C)(C)C>C(Cl)(Cl)Cl>[ClH:1].[CH2:35]([O:34][C:31]1[CH:32]=[CH:33][C:28]([CH2:27][N:23]([CH:24]2[CH2:25][CH2:26]2)[C:21]([C@@H:17]2[O:18][CH2:19][CH2:20][NH:15][CH2:16]2)=[O:22])=[CH:29][C:30]=1[O:42][CH2:43][CH2:44][CH2:45][O:46][CH3:47])[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59494866HCID 59494866, compound

Product 1

HCID 67541888HCID 67541888, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4N HCl/dioxane (1 ml) was added under ice cooling to (2R)-2-{[[4-benzyloxy-3-(3-methoxypropoxy)benzyl](cyclopropyl)amino]carbonyl}morpholine-4-carboxylic acid tert-butyl ester (a compound of Reference Example 9, 217 mg) dissolved in chloroform (1 ml), and the mixture is stirred at room temperature for 2 hours. The mixture was concentrated in vacuo. the residue was added water (1 ml) and diethyl ether (2 ml), and then the mixture was slightly stirred. The layer of diethyl ether was removed by decantation and the resulted residue is lyophilized to give (2R)—N-[4-(benzyloxy)-3-(3-methoxypropoxy)benzyl]-N-cyclopropylmorpholin-2-carboxamide hydrochloride (166 mg) as a colorless powder. APCI-MS m/z: 455[M+H]+.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additionthe residue was added water (1 ml) and diethyl ether (2 ml)
  3. stirringthe mixture was slightly stirred
  4. customThe layer of diethyl ether was removed by decantation

Sources & evidence

ORD record
ord-fa4f2d78c5b54cd2a7ed14cba1de2cbd
Source dataset
uspto-grants-2015_03
Patent number
US08975252B2

Reaction notes

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