Water → HCID 67165418, compound

HRID 552329Notes

Reaction equation

HRID 552329 reaction equation
[CH2:1]([C@@H:8]1[NH:12][C:11]2([CH2:17][CH2:16][N:15]([C:18](=[O:24])[CH:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[CH2:14][CH2:13]2)[NH:10][C:9]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si]([Cl:31])(C)C>CC(CC)=O>[ClH:31].[CH2:1]([C@@H:8]1[NH:12][C:11]2([CH2:17][CH2:16][N:15]([C:18](=[O:24])[CH:19]([CH2:20][CH3:21])[CH2:22][CH3:23])[CH2:14][CH2:13]2)[NH:10][C:9]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 11256413HCID 11256413, compound

Product 1

HCID 67165418HCID 67165418, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

3-(S)-Benzyl-8-(2-ethylbutyryl)-1,4,8-triazaspiro[4,5]decan-2-one (610 mg, 1.8 mmol) was dissolved in ethyl methyl ketone (5 ml), treated with water (18 μL) and TMSCl (247 μL) and stirred overnight. The solid precipitated in this process was filtered off, washed with ether and dried in vacuo. The product 3-(S)-benzyl-8-(2-ethylbutyryl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 590 mg (87%).

Workup

  1. customThe solid precipitated in this process
  2. filtrationwas filtered off
  3. washwashed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-67063484a04543ecb68afd6faf307ea9
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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