Trimethyl orthoformate → HCID 22730221, compound

HRID 1785793Notes

Reaction equation

HRID 1785793 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:18])[C:5]([NH:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:7]=1.[CH:19](OC)(OC)OC>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[N:8]([CH2:9][CH2:10][CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:19]=[N:18][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 9005Trimethyl orthoformateHCID 60905609HCID 60905609, compound

Product 1

HCID 22730221HCID 22730221, compound

Procedure

A solution of Example 170A (560 mg, 1.83 mmol) in trimethyl orthoformate (10 mL) at 95° C. was stirred for 16 hours and concentrated. The concentrate was purified by flash column chromatography on silica gel with 50-100% ethyl acetate/hexanes to provide the desired product.

Workup

  1. concentrationconcentrated
  2. customThe concentrate was purified by flash column chromatography on silica gel with 50-100% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-a4d427ea992c49bdbf7aa3d1dea25e5d
Source dataset
uspto-grants-2009_03
Patent number
US07504512B2

Reaction notes

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