Potassium Carbonate → 1-(3-(Benzyloxy)-5-bromopyrazin-2-yl)thiourea

HRID 1426100Notes

Reaction equation

HRID 1426100 reaction equation
C([NH:9][C:10]([NH:12][C:13]1[C:18]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:17][C:16]([Br:27])=[CH:15][N:14]=1)=[S:11])(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:20]([O:19][C:18]1[C:13]([NH:12][C:10]([NH2:9])=[S:11])=[N:14][CH:15]=[C:16]([Br:27])[N:17]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 866396541-Benzoyl-3-(3-(benzyloxy)-5-bromopyrazin-2-yl)thiourea

Product 1

HCID 866396551-(3-(Benzyloxy)-5-bromopyrazin-2-yl)thioureaYield 99.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following the method of Example 1, Step C, 1-benzoyl-3-(3-(benzyloxy)-5-bromopyrazin-2-yl)thiourea (2.38 g, 5.37 mmol), and potassium carbonate (890 mg, 6.44 mmol) were reacted in ethanol (30 mL) to provide 1-(3-(benzyloxy)-5-bromopyrazin-2-yl)thiourea (1.82 g, 53%) as a light gray powder. 1H NMR (d6-DMSO) δ 9.62 (bs, 1H), 9.37 (bs, 1H), 8.73 (bs, 1H), 8.03 (s, 1H), 7.55 (d, 2H), 7.38-7.45 (m, 3H), 5.43 (s, 2H).

Sources & evidence

ORD record
ord-61d373c886ba41de805d1f8dde6b62eb
Source dataset
uspto-grants-2015_01
Patent number
US08933077B2

Reaction notes

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