Sodium Carbonate → HCID 86634686, compound

HRID 76031Notes

Reaction equation

HRID 76031 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH:6]1[CH2:11][CH2:10][CH:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18](=O)[CH2:19]Br)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH3:2].[CH3:23][O:24][C:25]1[CH:26]=[C:27]([NH:31][C:32]([NH2:34])=[S:33])[CH:28]=[CH:29][CH:30]=1.C([O-])([O-])=O.[Na+].[Na+]>CCO.C1COCC1>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH:6]1[CH2:11][CH2:10][CH:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[N:34]=[C:32]([NH:31][C:27]4[CH:28]=[CH:29][CH:30]=[C:25]([O:24][CH3:23])[CH:26]=4)[S:33][CH:19]=3)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 696326N-(3-Methoxyphenyl)carbamimidothioic acidHCID 86634685HCID 86634685, compound

Product 1

HCID 86634686HCID 86634686, compound

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of {4-[4-(2-bromoacetyl)-phenyl]-cyclohexyl}-acetic acid ethyl ester (100 mg, 0.272 mmol) in EtOH/THF (4:1 v/v, 5 mL) is added 3-methoxyphenylthiourea (99.6 mg, 0.272 mmol) and Na2CO3 (58 mg, 0.545 mmol). The reaction mixture is allowed to stir at 50° C. for 3 h. The reaction mixture is used directly in the next step: (M+H)+451.1.

Sources & evidence

ORD record
ord-e9d0d0ebab0142de8f858c3d7c3ab258
Source dataset
uspto-grants-2014_09
Patent number
US08835451B2

Reaction notes

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