Water → HCID 67166848, compound

HRID 552363Notes

Reaction equation

HRID 552363 reaction equation
[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:26])[C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:27][CH2:28][S:29][CH3:30])[C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si]([Cl:37])(C)C>CC(CC)=O>[ClH:37].[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:26])[C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:27][CH2:28][S:29][CH3:30])[C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 67165998HCID 67165998, compound

Product 1

HCID 67166848HCID 67166848, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1-benzyl-8-(4-fluorobenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one (223 mg, 0.5 mmol) was dissolved in ethyl methyl ketone (1.8 mL), water (5 μL) and TMSCl (70 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-benzyl-8-(4-fluorobenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 227 mg (94%).

Workup

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

Sources & evidence

ORD record
ord-69fa1b2802c2480bb8141b6ba5b7fd95
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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