Diethyl Ether → HCID 67322993, compound

HRID 1401773Notes

Reaction equation

HRID 1401773 reaction equation
[CH3:1][C:2]1([CH3:31])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3[N:15]=[C:16]([N:19]4[CH2:24][CH2:23][CH:22]([N:25]5[CH2:29][CH2:28][CH:27]([NH2:30])[CH2:26]5)[CH2:21][CH2:20]4)[S:17][CH:18]=3)[CH:5]=[CH:4][C:3]1=2.[C:32](OC(=O)C)(=[O:34])[CH3:33].CCOCC>N1C=CC=CC=1>[CH3:1][C:2]1([CH3:31])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([C:14]3[N:15]=[C:16]([N:19]4[CH2:20][CH2:21][CH:22]([N:25]5[CH2:29][CH2:28][CH:27]([NH:30][C:32](=[O:34])[CH3:33])[CH2:26]5)[CH2:23][CH2:24]4)[S:17][CH:18]=3)[CH:5]=[CH:4][C:3]1=2

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7918Acetic AnhydrideHCID 67322470HCID 67322470, compound

Product 1

HCID 67322993HCID 67322993, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

150 mg (0.32 mmol) of 1-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-yl}pyrrolidin-3-ylamine were dissolved in 1 ml of pyridine, and 90 μl of acetic anhydride were added. The reaction mixture was stirred at RT for 15 h and subsequently evaporated. The residue was taken up in ethyl acetate, washed with sat. NaHCO3 solution, dried over Na2SO4 and evaporated. The oil obtained in this way was stirred with ether, and the precipitate formed was filtered off with suction, washed with ether and dried.

Workup

  1. customsubsequently evaporated
  2. washwashed with sat. NaHCO3 solution
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. customThe oil obtained in this way
  6. customthe precipitate formed
  7. filtrationwas filtered off with suction
  8. washwashed with ether
  9. customdried

Sources & evidence

ORD record
ord-a86619b72b204dae870ca566e1e34243
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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