Triethylamine → HCID 15817390, compound

HRID 583127Notes

Reaction equation

HRID 583127 reaction equation
C(N(CC)CC)C.[F:8][C:9]([F:19])([F:18])[C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Br)=[CH:12][CH:11]=1.[NH2:20][C:21]1[C:26]2[O:27][CH2:28][CH2:29][O:30][C:25]=2[C:24]([C:31]2[O:35][C:34](=[O:36])[N:33]([CH:37]3[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]3)[N:32]=2)=[CH:23][C:22]=1[Cl:43]>C(#N)C>[NH2:20][C:21]1[C:26]2[O:27][CH2:28][CH2:29][O:30][C:25]=2[C:24]([C:31]2[O:35][C:34](=[O:36])[N:33]([CH:37]3[CH2:38][CH2:39][N:40]([CH2:14][C:13]4[CH:16]=[CH:17][C:10]([C:9]([F:19])([F:18])[F:8])=[CH:11][CH:12]=4)[CH2:41][CH2:42]3)[N:32]=2)=[CH:23][C:22]=1[Cl:43]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 15817388HCID 15817388, compound

Product 1

HCID 15817390HCID 15817390, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

1.58 ml (11.38 mmol) of triethylamine and 0.88 g (5.68 mmol) of 4-(trifluoromethyl)benzyl bromide, in solution in 5 ml of acetonitrile, are successively added at room temperature, with magnetic stirring and under an argon atmosphere, to a solution of 1 g (2.84 mmol) of 5-(8-amino-7-chloro-2,3-dihydro-1,4-benzodioxin-5-yl)-3-(piperidin-4-yl)-1,3,4-oxadiazol-2(3H)-one in 60 ml of acetonitrile and the mixture is stirred for 2 h. The solvent is evaporated under reduced pressure, the residue is taken up in chloroform, the solution is washed a number of times with water and dried and the solvent is evaporated under reduced pressure. The residue is crystallized from acetone and 1.14 g of white solid are obtained. Melting point: 198° C.

Workup

  1. customThe solvent is evaporated under reduced pressure
  2. washthe solution is washed a number of times with water
  3. customdried
  4. customthe solvent is evaporated under reduced pressure
  5. customThe residue is crystallized from acetone and 1.14 g of white solid
  6. customare obtained

Sources & evidence

ORD record
ord-989a6851f9b548b1a2204b9b143ff1d7
Source dataset
uspto-grants-1999_07
Patent number
US05929089

Reaction notes

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