Ethyl isothiocyanatoformate → HCID 57749277, compound

HRID 1874367Notes

Reaction equation

HRID 1874367 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([O:8][C:9]2[CH:10]=[CH:11][C:12]([F:23])=[C:13]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:14]=2)=[CH:4][CH:3]=1.[N:24]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:25]=[S:26]>CS(C)=O>[C:18]([O:17][C:16]([NH:15][C:13]1[CH:14]=[C:9]([CH:10]=[CH:11][C:12]=1[F:23])[O:8][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:25]([NH:24][C:27](=[O:28])[O:29][CH2:30][CH3:31])=[S:26])=[N:7][CH:6]=1)=[O:22])([CH3:19])([CH3:20])[CH3:21]

Participants

4

Reactant 2

HCID 85320Ethyl isothiocyanatoformateHCID 57749142HCID 57749142, compound

Product 1

HCID 57749277HCID 57749277, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner as in Reference Example 30 and using tert-butyl {5-[(6-aminopyridin-3-yl)oxy]-2-fluorophenyl}carbamate (9.60 g, 30.1 mmol), DMSO (60 mL) and ethyl isothiocyanatoformate (4.73 g, 36.1 mmol) as starting materials, the title compound (10.8 g, 80%) was obtained as a white solid.

Sources & evidence

ORD record
ord-eba542606b4841d981f2c0cb7c4c1406
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

Loading…