Triethylamine → HCID 53329870, compound

HRID 517959Notes

Reaction equation

HRID 517959 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(N(CC)CC)C.[CH3:39][S:40](Cl)(=[O:42])=[O:41]>ClCCl.CO>[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[CH2:21][CH2:22][N:23]([S:40]([CH3:39])(=[O:42])=[O:41])[CH2:24][CH2:25]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

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 67294093HCID 67294093, compound

Product 1

HCID 53329870HCID 53329870, 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), triethylamine (0.019 ml), and methanesulfonyl chloride (8.99 μl) were combined in dichloromethane (1 ml) and the reaction mixture stirred at room temperature for 3 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 (32.5 mg).

Workup

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

Sources & evidence

ORD record
ord-f6eee13be78349b080f5c78a488086a7
Source dataset
uspto-grants-2015_08
Patent number
US09115126B2

Reaction notes

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