Ethyl bromoacetate → HCID 70497294, compound

HRID 705067Notes

Reaction equation

HRID 705067 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][N:3]=1.Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]>>[F:8][C:5]1[CH:6]=[CH:7][C:2](=[NH:1])[N:3]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:4]=1

Participants

3

Reactant 2

HCID 7748Ethyl bromoacetateHCID 27377012-Amino-5-fluoropyridine

Product 1

HCID 70497294HCID 70497294, compound

Procedure

To 2-amino-5-fluoro pyridine (2.0 g, 17.84 mmol) was added ethyl bromoacetate (6.92 mL, 62.4 mmol). The resulting mixture was stirred at room temperature for 18 hours, then filtered. The solids were collected, washed with dichloromethane, and dried under reduced pressure to afford the title compound: LCMS m/z 199.00 [M+H]+; 1H NMR (500 MHz, CD3OD) δ 8.05 (s, 1H), 7.93-7.90 (m, 1H), 7.14-7.12 (m, 1H), 5.02 (s, 2H), 4.25 (t, J=7.1 Hz, 2H), 1.27 (q, J=7.1 Hz, 3H).

Workup

  1. filtrationfiltered
  2. customThe solids were collected
  3. washwashed with dichloromethane
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-0919b4bbb9624b3f835a83b6d4bebe04
Source dataset
uspto-grants-2015_11
Patent number
US09173873B2

Reaction notes

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