Phosphorus tribromide → HCID 59635624, compound

HRID 1049667Notes

Reaction equation

HRID 1049667 reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]3[N:15]=[C:16]([NH:18][C:19]([CH:21]4[CH2:23][CH2:22]4)=[O:20])[N:17]=[C:13]3[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.P(Br)(Br)[Br:25]>C(Cl)(Cl)Cl>[Br:25][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]3[N:15]=[C:16]([NH:18][C:19]([CH:21]4[CH2:23][CH2:22]4)=[O:20])[N:17]=[C:13]3[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 59589925HCID 59589925, compound

Product 1

HCID 59635624HCID 59635624, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of cyclopropanecarboxylic acid [5-(4-hydroxymethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amide (1.0 eq) in chloroform is slowly added phosphorus tribromide (1.0 eq.). The reaction mixture is stirred at room temperature for 20 h, quenched with ice and water (20 mL) and extracted with dichloromethane. The organic layer is dried over anhydrous MgSO4, filtered and concentrated to dryness. The resulting white residue is triturated in dichloromethane/diethyl ether 2:1 to afford the desired product.

Workup

  1. customquenched with ice and water (20 mL)
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic layer is dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness
  6. customThe resulting white residue is triturated in dichloromethane/diethyl ether 2:1

Sources & evidence

ORD record
ord-c0b947236f6e46b8844c1d325369719a
Source dataset
uspto-grants-2016_07
Patent number
US09382247B2

Reaction notes

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