1,2-Dichloroethane → HCID 21837229, compound

HRID 1740599Notes

Reaction equation

HRID 1740599 reaction equation
[F:1][C:2]([F:20])([F:19])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][C:6]=1[CH2:15][C:16]([OH:18])=O.[CH:21]1[CH:22]=[CH:23][C:24]2N(O)N=[N:27][C:25]=2[CH:26]=1.[CH2:31](Cl)CCl.[CH3:35][CH2:36][N:37](C(C)C)[CH:38](C)[CH3:39].C[N:45]([CH:47]=[O:48])C>>[F:14][C:11]([F:12])([F:13])[C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][C:2]([F:1])([F:20])[F:19])=[C:6]([CH2:15][C:16]([N:37]2[CH2:38][CH2:39][N:27]([C:25]3[CH:26]=[CH:21][CH:22]=[CH:23][C:24]=3[CH3:31])[CH2:35][CH:36]2[C:47](=[O:48])[NH2:45])=[O:18])[CH:7]=1

Participants

6

Reactant 5

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 54252146HCID 54252146, compound

Product 1

HCID 21837229HCID 21837229, compound

Procedure

To a stirred solution of 2-(2,2,2-trifluoroethoxy)-5-trifluoromethylphenylacetic acid (0.10 g, 0.33 mmol) from Step 3 above, 1-2-carbamoyl-4-(2-methylphenyl)piperazine (0.08 g, 0.36 mmol) from Step 4 of Example 1, and HOBT (0.06 g, 0.4 mmol) in DMF (5 mL) was added EDC (0.10 g, 0.5 mmol) and DIEA (0.088 mL, 0.5 mmol). The mixture was stirred at ambient temperature for 14 h. The solvent was removed under reduced pressure and the residue was purified by pressurized silica gel column chromatography using 5:95 MeOH:CH2Cl2 as eluant. The product-containing fractions were evaporated under reduced pressure to give the title compound as an amorphous powder.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by pressurized silica gel column chromatography
  3. customThe product-containing fractions were evaporated under reduced pressure

Sources & evidence

ORD record
ord-934ed02f6ba64a69bcf16ab9f651d998
Source dataset
uspto-grants-1999_10
Patent number
US05968938

Reaction notes

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