(Diethylamino)sulfur trifluoride → Ethyl 9-bromo-4-fluoro-4-methyl-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxylate

HRID 575290Notes

Reaction equation

HRID 575290 reaction equation
[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[O:6][CH2:7][C:8](O)([CH3:19])[C:9]3[S:13][C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:11][C:10]=3[C:4]=2[CH:3]=1.CCN(S(F)(F)[F:29])CC.BrC1C=CC2OCC(F)(F)C3SC(C(OCC)=O)=NC=3C=2C=1>>[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[O:6][CH2:7][C:8]([F:29])([CH3:19])[C:9]3[S:13][C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:11][C:10]=3[C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 86693318Ethyl 9-bromo-4-hydroxy-4-methyl-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxylateHCID 86693319Ethyl 9-bromo-4,4-difluoro-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxylate

Product 1

HCID 86693317Ethyl 9-bromo-4-fluoro-4-methyl-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxylate

Procedure

The title compound was prepared from ethyl 9-bromo-4-hydroxy-4-methyl-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxylate and DAST as described in the synthesis of ethyl 9-bromo-4,4-difluoro-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxylate.

Sources & evidence

ORD record
ord-954eda9c04c44d8db6222910315764e4
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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