Water → HCID 67165020, compound

HRID 552355Notes

Reaction equation

HRID 552355 reaction equation
[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:28])[CH2:19][O:20][C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:9]1=[O:36])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si](Cl)(C)C>CC(CC)=O>[ClH:27].[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:28])[CH2:19][O:20][C:21]3[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][CH:26]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:9]1=[O:36])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 67165021HCID 67165021, compound

Product 1

HCID 67165020HCID 67165020, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1,3-(S)-dibenzyl-8-[2-(4-chlorophenoxy)acetyl]-1,4,8-triazaspiro[4,5]decan-2-one (415 mg, 0.8 mmol) was dissolved in ethyl methyl ketone (3.3 mL), water (8 μL) and TMSCl (115 μL) were added and the mixture was stirred overnight. The solid matter was isolated by filtration, washed with ether, and dried in vacuo. The product 1,3-(S)-dibenzyl-8-[2-(4-chlorophenoxy)acetyl]-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 385 mg (87%).

Workup

  1. customThe solid matter was isolated by filtration
  2. washwashed with ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-c5be2323adb04578bd62254d207d4634
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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