Diethyl methylphosphonite → HCID 58614760, compound

HRID 923009Notes

Reaction equation

HRID 923009 reaction equation
Br[CH2:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[CH:11]=2)=[O:8])=[CH:5][CH:4]=1.[CH3:25][P:26]([O:30]CC)[O:27][CH2:28][CH3:29]>>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7]([C:6]2[CH:23]=[CH:24][C:3]([CH2:2][P:26]([CH3:25])(=[O:30])[O:27][CH2:28][CH3:29])=[CH:4][CH:5]=2)=[O:8])=[CH:11][C:12]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1

Participants

3

Reactant 2

HCID 85063Diethyl methylphosphoniteHCID 668781704-(Bromomethyl)-N-[4-chloro-3-(2-pyridinyl)phenyl]benzamide

Product 1

HCID 58614760HCID 58614760, compound

Procedure

90 mg of 4-(bromomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamide was reacted with 45 μL of diethyl methylphosphonite in the microwave at 120° C. for 5 minutes. The reaction was evaporated to dryness and purified by reverse phase HPLC to give pure ethyl 4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzyl(methyl)phosphinate. MS (Q1) 429 (M)+.

Workup

  1. customThe reaction was evaporated to dryness
  2. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-15ee266f798c4eb88ce86c62970faf01
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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