1,2-Dichloroethane → HCID 86641550, compound

HRID 341220Notes

Reaction equation

HRID 341220 reaction equation
[F:1][CH2:2][C:3]([OH:5])=O.C(Cl)CCl.[I:10][C:11]1[N:15]2[CH:16]=[CH:17][C:18]([C:20]([NH:22][NH2:23])=[O:21])=[CH:19][C:14]2=[N:13][CH:12]=1>C(Cl)Cl.CN(C1C=CN=CC=1)C>[F:1][CH2:2][C:3]([NH:23][NH:22][C:20]([C:18]1[CH:17]=[CH:16][N:15]([C:11]([I:10])=[CH2:12])[C:14](=[NH:13])[CH:19]=1)=[O:21])=[O:5]

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 5237Fluoroacetic acidHCID 59320945HCID 59320945, compound

Product 1

HCID 86641550HCID 86641550, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of fluoroacetic acid (52 mg, 0.66 mmol) in CH2Cl2 (5 ml) was added EDC (127 mg, 0.66 mmol) and DMAP (5 mg, catalytic) and the reaction mixture stirred at room temperature for 15 min. 3-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid hydrazide (prepared as described in Example 329 steps a-c) (100 mg, 0.33 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The reaction mixture was filtered, the precipitate washed with Et2O and dried to afford a crude product which was used directly in the next reaction (101 mg). MS: [M+H]+=363.

Workup

  1. stirringthe reaction mixture stirred at room temperature for 18 h
  2. filtrationThe reaction mixture was filtered
  3. washthe precipitate washed with Et2O
  4. customdried

Sources & evidence

ORD record
ord-e6372afe9e3e458389c36007414920ad
Source dataset
uspto-grants-2014_11
Patent number
US08895745B2

Reaction notes

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