Water → HCID 57827711, compound

HRID 1693193Notes

Reaction equation

HRID 1693193 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-9f313182fd76482d8c5b5cd2168c12e4
Source dataset
uspto-grants-2012_04
Patent number
US08158620B2

Reaction notes

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