Nitrogen → HCID 69671577, compound

HRID 714223Notes

Reaction equation

HRID 714223 reaction equation
N#N.[Br:3][C:4]([F:11])([F:10])[C:5]([O:7]CC)=O.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1>>[Br:3][C:4]([F:10])([F:11])[C:5]([N:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:7]

Participants

4

Reactant 3

HCID 947NitrogenHCID 31268PyrrolidineHCID 69585Ethyl bromodifluoroacetate

Product 1

HCID 69671577HCID 69671577, compound

Conditions

Temperature
50 °C

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), ethyl bromodifluoroacetate (0.88 mL, 6.89 mmol) was added dropwise to pyrrolidine (0.58 mL, 6.89 mmol) at rt. The reaction mixture was stirred at 50° C. for 2 h and at rt for 18 h. The mixture was then filtered through silica and the title compound obtained as a colorless oil. LC-MS-conditions 08: tR=0.70 min; [M+H]+=228.01.

Workup

  1. filtrationThe mixture was then filtered through silica

Sources & evidence

ORD record
ord-e4ca930560e64a2fad00562e25d09363
Source dataset
uspto-grants-2015_11
Patent number
US09187435B2

Reaction notes

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