Hydrochloric Acid → HCID 58754878, compound

HRID 1711327Notes

Reaction equation

HRID 1711327 reaction equation
C([O:3][C:4]([C:6]1[N:7]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[C:8]([C:11]#[N:12])=[N:9][CH:10]=1)=[O:5])C.[OH-:21].[K+].Cl>CCO.O>[C:11]([C:8]1[N:7]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[C:6]([C:4]([OH:3])=[O:5])=[CH:10][N:9]=1)(=[O:21])[NH2:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58754873HCID 58754873, compound

Product 1

HCID 58754878HCID 58754878, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a solution of 2-cyano-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazole-4-carboxylic acid ethyl ester (prepared in the previous step)(0.28 g, 0.95 mmol) in 10 mL of 50% EtOH/H2O was added a 2 N KOH soln (0.95 mL, 1.9 mmol) and the mixture stirred for 8 h at RT. The pH was adjusted to 4 with 3 N HCl and the ppt was collected and dried to give 0.24 g (88%) of a white solid. 1H-NMR (DMSO-d6, 400 MHz): δ 13.39 (s, 1H), 8.19 (s, 1H), 7.90 (s, 1H), 7.76 (s, 1H), 6.29 (s, 2H), 3.57 (t, J=7.8 Hz, 2H), 0.87 (t, J=7.8 Hz, 2H), 0.00 (s, 9H). Mass spectrum (ESI, m/z): Calcd. for C11H19N3O4Si, 286.1 (M+H), found 285.8.

Workup

  1. customthe ppt was collected
  2. customdried

Sources & evidence

ORD record
ord-ba42406ed0fb4105b31b80cca4c88e9f
Source dataset
uspto-grants-2010_09
Patent number
US07790724B2

Reaction notes

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