Thionyl Chloride → 5-(1H-1,2,3-triazol-4-yl)pentanoyl chloride

HRID 1480486Notes

Reaction equation

HRID 1480486 reaction equation
[NH:1]1[CH:5]=[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=O)[N:3]=[N:2]1.S(Cl)([Cl:15])=O>C(Cl)Cl>[NH:1]1[CH:5]=[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([Cl:15])=[O:12])[N:3]=[N:2]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178525394HCID 178525394, compound

Product 1

HCID 1785211415-(1H-1,2,3-triazol-4-yl)pentanoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 5-(1H-1,2,3-triazol-4-yl)pentanoic acid (Example 20, step 3) (100 mg, 0.591 mmol) in DCM (5 mL) at RT under nitrogen was added thionyl chloride (0.518 mL, 7.09 mmol). The reaction mixture was stirred at rt for 2 hours and concentrated under reduced pressure to afford the title product.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-08be552838884099b2e8a1e388cb9af7
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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