Sodium Carbonate → HCID 178512603, compound

HRID 12068Notes

Reaction equation

HRID 12068 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[N:12]1[C:20]2[CH2:19][CH2:18][NH:17][CH2:16][C:15]=2[S:14][C:13]=1[NH:21][C:22]([NH2:24])=[NH:23].C(N(C(C)C)CC)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O.C(OCC)(=O)C>[CH2:5]([O:4][C:2]([N:17]1[CH2:18][CH2:19][C:20]2[N:12]=[C:13]([NH:21][C:22]([NH2:24])=[NH:23])[S:14][C:15]=2[CH2:16]1)=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

7

Reactant 4

HCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 81531DiisopropylethylamineHCID 178512601HCID 178512601, compound

Product 1

HCID 178512603HCID 178512603, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

Benzyl chloroformate is added to a stirred suspension of N-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine-2-yl)-guanidine (0.1 mmol) and diisopropylethylamine (0.22 mmol) in dimethylformamide (0.7 ml) and the mixture is stirred for another 3 hours at room temperature. After the addition of saturated aqueous sodium carbonate solution extraction is carried out with ethyl acetate; the combined organic phases produce the pure title compound after drying over sodium sulphate and complete evaporation of the solvent.

Sources & evidence

ORD record
ord-a03797be0d6c4f4e9452b66eee9f31f0
Source dataset
uspto-grants-2010_06
Patent number
US07727979B2

Reaction notes

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