{2-[Benzenesulfonyl-(4-fluoro-3-trifluoromethyl-benzyl)-amino]-benzo[b]thiophen-3-yl}-carbamic acid t-butyl ester → HCID 57920353, compound

HRID 2405880Notes

Reaction equation

HRID 2405880 reaction equation
C(OC(=O)[NH:7][C:8]1[C:9]2[CH:38]=[CH:37][CH:36]=[CH:35][C:10]=2[S:11][C:12]=1[N:13]([S:26]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)(=[O:28])=[O:27])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([F:21])=[C:17]([C:22]([F:25])([F:24])[F:23])[CH:16]=1)(C)(C)C>Cl.O1CCOCC1.C(OCC)C>[NH2:7][C:8]1[C:9]2[CH:38]=[CH:37][CH:36]=[CH:35][C:10]=2[S:11][C:12]=1[N:13]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([F:21])=[C:17]([C:22]([F:25])([F:24])[F:23])[CH:16]=1)[S:26]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)(=[O:27])=[O:28]

Participants

5

Reactant 1

HCID 57920407{2-[Benzenesulfonyl-(4-fluoro-3-trifluoromethyl-benzyl)-amino]-benzo[b]thiophen-3-yl}-carbamic acid t-butyl ester

Product 1

HCID 57920353HCID 57920353, compoundYield 78.6%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

Compound 509-A (1.0 g, 1.72 mmol) was dissolved in 4N HCl in dioxane (20 mL) and stirred at ambient temperature for 18 h. The resultant suspension was diluted with diethyl ether, filtered, washed with diethyl ether and dried under vacuo to afford 0.65 g of compound 509-B. MS: m/z 481.0 (MH+).

Workup

  1. filtrationfiltered
  2. washwashed with diethyl ether
  3. customdried under vacuo

Sources & evidence

ORD record
ord-eb4eef27c81c43f2a444e734b0bce8d4
Source dataset
uspto-grants-2014_08
Patent number
US08809327B2

Reaction notes

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