Acetyl chloride → HCID 53329871, compound

HRID 517960Notes

Reaction equation

HRID 517960 reaction equation
[CH3:1][N:2]1[C:10]2[CH:9]=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)=[C:13]([C:26]([F:29])([F:28])[F:27])[CH:12]=3)[N:7]=[C:6]([C:30]#[N:31])[C:5]=2[N:4]=[N:3]1.[C:32](Cl)(=[O:34])[CH3:33].C(N(C(C)C)C(C)C)C>ClCCl.CO>[C:32]([N:23]1[CH2:22][CH2:21][CH:20]([CH2:19][CH2:18][O:17][C:14]2[CH:15]=[CH:16][C:11]([C:8]3[N:7]=[C:6]([C:30]#[N:31])[C:5]4[N:4]=[N:3][N:2]([CH3:1])[C:10]=4[CH:9]=3)=[CH:12][C:13]=2[C:26]([F:29])([F:28])[F:27])[CH2:25][CH2:24]1)(=[O:34])[CH3:33]

Participants

6

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 67294093HCID 67294093, compound

Product 1

HCID 53329871HCID 53329871, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

1-Methyl-6-(4-(2-(piperidin-4-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (50 mg), acetyl chloride (0.041 ml), and N-ethyl-N-isopropylpropan-2-amine (0.096 ml) were combined in dichloromethane (1 ml) and the reaction mixture stirred at room temperature for 2 hours. Washed with water the organic layer was separated, dried, and blown down to afford crude product. Solid was suspended in methanol and filtered off to afford the title compound (29.1 mg).

Workup

  1. washWashed with water the organic layer
  2. customwas separated
  3. customdried
  4. customto afford crude product
  5. filtrationfiltered off

Sources & evidence

ORD record
ord-fad317d0f59047f3a8fa7eb451be3d6e
Source dataset
uspto-grants-2015_08
Patent number
US09115126B2

Reaction notes

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