HCID 68582071, compound → HCID 68581790, compound

HRID 915863Notes

Reaction equation

HRID 915863 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([C@@H:12]3[O:34][C@H:33]([CH2:35][O:36]C(=O)C4C=CC=CC=4)[C@@H:23]([O:24]C(=O)C4C=CC=CC=4)[C@@:13]3([CH3:45])[O:14]C(=O)C3C=CC=CC=3)[N:9]=[C:10]([I:11])[C:3]=12>N>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([C@@H:12]3[O:34][C@H:33]([CH2:35][OH:36])[C@@H:23]([OH:24])[C@@:13]3([CH3:45])[OH:14])[N:9]=[C:10]([I:11])[C:3]=12

Participants

3

Reactant 1

HCID 68582071HCID 68582071, compound

Product 1

HCID 68581790HCID 68581790, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of compound 1.4 (540 mg, 0.75 mmol) in MeOHic NH3 (120 mL, saturated at 0° C.) was stirred in a bomb at 45° C. for 16 hr. The mixture was evaporated to dryness and then the residue co-evaporated with additional MeOH. Purification by silica gel column chromatography using 6-14% MeOH in dicholoromethane as eluent gave the desired compound 1.5 (244 mg) as an off-white solid.

Workup

  1. customThe mixture was evaporated to dryness
  2. customPurification by silica gel column chromatography

Sources & evidence

ORD record
ord-6828a023b1024d888d57db2e3e23b33b
Source dataset
uspto-grants-2007_09
Patent number
US07268119B2

Reaction notes

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