Water → HCID 67165923, compound

HRID 552334Notes

Reaction equation

HRID 552334 reaction equation
[CH2:1]([C@@H:8]1[NH:12][C:11]2([CH2:17][CH2:16][N:15]([C:18](=[O:26])[C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=3)[CH2:14][CH2:13]2)[NH:10][C:9]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si](Cl)(C)C>CC(CC)=O>[ClH:25].[CH2:1]([C@@H:8]1[NH:12][C:11]2([CH2:17][CH2:16][N:15]([C:18](=[O:26])[C:19]3[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=3)[CH2:14][CH2:13]2)[NH:10][C:9]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 67165776HCID 67165776, compound

Product 1

HCID 67165923HCID 67165923, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

3-(S)-benzyl-8-(4-chlorobenzoyl)-1,4,8-triazaspiro[4,5-]-decan-2-one (500 mg, 1.3 mmol) was dissolved in ethyl methyl ketone (4 mL), and water (13 μL) and TMSCl (181 μL) were added and the mixture was stirred overnight. The precipitated solid matter was isolated by filtration, washed with ether, and dried in vacuo. The product 3-(S)-benzyl-8-(4-chlorobenzoyl)-1,4,8-triazaspiro[4,5-]-decan-2-one hydrochloride was obtained in a yield of 390 mg (72%).

Workup

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

Sources & evidence

ORD record
ord-068b5ec54b144aa3a89e2404b274519a
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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