Triethylamine → HCID 86753772, compound

HRID 1417544Notes

Reaction equation

HRID 1417544 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[C@@H:28](CO)[CH2:27][CH2:26][C@@:9]32[O:13][CH2:12][CH:11]([C:14]2[CH:19]=[C:18]([C:20]#[N:21])[CH:17]=[CH:16][C:15]=2[O:22][CH:23]([CH3:25])[CH3:24])[CH2:10]3)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:38][S:39]([O:42]S(C)(=O)=O)(=[O:41])=[O:40]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[C@@H:28]([O:42][S:39]([CH3:38])(=[O:41])=[O:40])[CH2:27][CH2:26][C@@:9]32[O:13][CH2:12][C@H:11]([C:14]2[CH:19]=[C:18]([C:20]#[N:21])[CH:17]=[CH:16][C:15]=2[O:22][CH:23]([CH3:24])[CH3:25])[CH2:10]3)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 81560Methanesulfonic anhydrideHCID 86753773HCID 86753773, compound

Product 1

HCID 86753772HCID 86753772, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of (5R,6S,7S)-6-(4-fluorophenyl)-3-(5-cyano-2-isopropoxy-phenyl)-1-oxaspiro[4.4]nonane-7-methanol (35 mg, 0.085 mmol) in methylene chloride (1 mL) were added triethylamine (24 μL, 0.172 mmol) and methanesulfonic anhydride (22 mg, 0.126 mmol). The reaction mixture was stirred for 2 hours at room temperature, diluted with methylene chloride, washed with water, 2N hydrochloric acid, saturated sodium hydrogencarbonate solution, saturated brine solution, dried (Na2SO4), and evaporated. The product was used without further purification in Step C.

Workup

  1. washwashed with water, 2N hydrochloric acid, saturated sodium hydrogencarbonate solution, saturated brine solution
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. customThe product was used without further purification in Step C

Sources & evidence

ORD record
ord-e3c0904c5e654494ba6c9637c99c03da
Source dataset
uspto-grants-1999_03
Patent number
US05877191

Reaction notes

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