1,2-Dichloroethane → HCID 67815333, compound

HRID 2401391Notes

Reaction equation

HRID 2401391 reaction equation
[CH:1]([NH:14][CH:15]([C:18]1[O:22][N:21]=[C:20]([CH3:23])[C:19]=1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1C(=O)C1C=CC(Cl)=CC=1)[C:16]#[N:17])([C:8]1[CH:13]=[CH:12]C=C[CH:9]=1)C1C=CC=CC=1.C(O)(C(F)(F)F)=O.Cl[CH2:47][CH2:48][Cl:49]>>[Cl:49][C:48]1[CH:12]=[CH:13][C:8]([C:1]2[C:29]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:19]3[C:20]([CH3:23])=[N:21][O:22][C:18]=3[CH:15]([C:16]#[N:17])[N:14]=2)=[CH:9][CH:47]=1

Participants

4

Reactant 3

HCID 111,2-DichloroethaneHCID 6422Trifluoroacetic acidHCID 67813788HCID 67813788, compound

Product 1

HCID 67815333HCID 67815333, compound

Conditions

Temperature
80 °C

Procedure

To a re-sealable vial was added 2-(benzhydrylamino)-2-(4-(2-(4-chlorobenzoyl)phenyl)-3-methylisoxazol-5-yl)acetonitrile (16 mg, 0.031 mmol), DCE (0.5 mL), and TFA (0.5 mL, 6.49 mmol). The vial was sealed and heated to 80° C. for 3.5 h before cooling to room temperature and concentrating. The crude residue was purified via Biotage (EtOAc/hex) to afford the titled compound (9 mg, 0.027 mmol).

Workup

  1. customThe vial was sealed
  2. temperaturebefore cooling to room temperature
  3. concentrationconcentrating
  4. customThe crude residue was purified via Biotage (EtOAc/hex)

Sources & evidence

ORD record
ord-57f987f7c4cd4abcbc3218fa5e945822
Source dataset
uspto-grants-2014_08
Patent number
US08796261B2

Reaction notes

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