Water → HCID 57827711, compound

HRID 1842112Notes

Reaction equation

HRID 1842112 reaction equation
COCCN(S(F)(F)[F:11])CCOC.[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C@:21]12[CH2:29][C@@H:28](O)[CH2:27][C@H:26]1[CH2:25][S:24][C:23]([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[N:22]2.O>ClCCl>[C:34]([O:33][C:32](=[O:38])[NH:31][C:23]1[S:24][CH2:25][C@@H:26]2[CH2:27][C@@H:28]([F:11])[CH2:29][C@:21]2([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[F:14])[N:22]=1)([CH3:37])([CH3:36])[CH3:35]

Participants

5

Reactant 3

HCID 962WaterHCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 57827310HCID 57827310, compound

Product 1

HCID 57827711HCID 57827711, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

[Bis(2-methoxyethyl)amino]sulfur trifluoride (0.0564 mL) was added to a solution of tert-butyl [(4aR*,6S*,7aS*)-7a-(2-fluorophenyl)-6-hydroxy-4,4a,5,6,7,7a-hexahydrocyclopenta[d][1,3]thiazin-2-yl]carbamate (51 mg) in dichloromethane (2 mL) at 0° C., and the mixture was stirred at 0° C. for 1.5 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The extract was washed with brine and then dried over anhydrous magnesium sulfate. The title compound (51 mg) was obtained by removal of the drying agent and concentration under reduced pressure.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-2c5e7e5e87c7462eb6de35995dfd9ee6
Source dataset
uspto-grants-2015_02
Patent number
US08946211B2

Reaction notes

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