Formic Acid → HCID 86086792, compound

HRID 334700Notes

Reaction equation

HRID 334700 reaction equation
[N:1]1[N:2]([CH2:10][CH2:11][C:12]#[C:13][C:14]2[N:19]=[C:18]([NH2:20])[CH:17]=[CH:16][CH:15]=2)[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[CH:21](O)=[O:22]>>[N:1]1[N:2]([CH2:10][CH2:11][C:12]#[C:13][C:14]2[N:19]=[C:18]([NH:20][CH:21]=[O:22])[CH:17]=[CH:16][CH:15]=2)[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

3

Reactant 2

HCID 284Formic AcidHCID 66598045HCID 66598045, compound

Product 1

HCID 86086792HCID 86086792, compoundYield 32%

Procedure

A solution of anhydride acetic (0.75 mL) and formic acid (0.32 mL) was heated at 60° C. for 3 hours. The reaction mixture was cooled to room temperature, 6-(4-benzotriazol-2-yl-but-1-ynyl)-pyridin-2-ylamine (70 mg, 0.27 mmol, 169(A)) was added over 15 min. and the reaction mixture was stirred at room temperature for 1 day. After evaporation of the solvent, the crude residue was triturated with diisopropyl ether, filtered and dried to yield 25 mg (86 μmol, 32%) of N-(6-(4-(2H-benzo[d][1,2,3]triazol-2-yl)but-1-ynyl)pyridin-2-yl)formamide as a brown solid.

Workup

  1. customAfter evaporation of the solvent
  2. customthe crude residue was triturated with diisopropyl ether
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-930e30c4df8e4e399b5710286b0fdddc
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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