Diethyl Ether → HCID 59251245, compound

HRID 1046635Notes

Reaction equation

HRID 1046635 reaction equation
C(OC([C:6]1[N:7]=[C:8]([C:19]2[S:20][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([S:30]([CH3:33])(=[O:32])=[O:31])[CH:25]=3)=[CH:22][CH:23]=2)[N:9]([C:11]2[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])[CH:10]=1)=O)C.[CH3:34][Mg]Br.CC[O:39][CH2:40][CH3:41]>C1COCC1>[Cl:17][C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:18])[C:11]=1[N:9]1[CH:10]=[C:6]([C:40]([OH:39])([CH3:41])[CH3:34])[N:7]=[C:8]1[C:19]1[S:20][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([S:30]([CH3:33])(=[O:32])=[O:31])[CH:25]=2)=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 59251262HCID 59251262, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 59251245HCID 59251245, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 1-(2,6-dichlorophenyl)-2-[5-(3-methanesulfonyl-phenyl)-thiophen-2-yl]-1H-imidazole-4-carboxylic acid ethyl ester (300 mg, 0.58 mmol) in THF (3 mL) at 0° C. was added a 3.0M solution of methylmagnesium bromide in Et2O (0.80 mL, 2.4 mmol). After addition was completed the flask was removed from the ice-water bath and allowed to warm to ambient temperature.

Workup

  1. additionAfter addition
  2. customwas removed from the ice-water bath

Sources & evidence

ORD record
ord-8f78037e6b104db6bccf4ea14c7140e1
Source dataset
uspto-grants-2013_10
Patent number
US08569352B2

Reaction notes

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