Ammonia → HCID 11196409, compound

HRID 402313Notes

Reaction equation

HRID 402313 reaction equation
Cl[C:2]1[N:7]=[N:6][CH:5]=[C:4]2[N:8]([C@@H:11]3[O:33][C@H:32]([CH2:34][O:35]C(=O)C4C=CC=CC=4)[C@@H:22]([O:23]C(=O)C4C=CC=CC=4)[C@H:12]3[O:13]C(=O)C3C=CC=CC=3)[CH:9]=[N:10][C:3]=12.[NH3:44]>CO>[NH2:44][C:2]1[N:7]=[N:6][CH:5]=[C:4]2[N:8]([C@@H:11]3[O:33][C@H:32]([CH2:34][OH:35])[C@@H:22]([OH:23])[C@H:12]3[OH:13])[CH:9]=[N:10][C:3]=12

Participants

4

Reactant 2

HCID 222AmmoniaHCID 57764516HCID 57764516, compound

Product 1

HCID 11196409HCID 11196409, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound from Step C (420 mg, 0.7 mmol) was added to a solution of ammonia in methanol and stirred in a steel bomb at 150° C. for 6 hours. The reaction mixture was evaporated to dryness to afford a brown oil which was purified on silica gel reverse-phase (C18) using water as eluant to give the title compound (50 mg) as a yellow powder.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. customto afford a brown oil which
  3. customwas purified on silica gel reverse-phase (C18)

Sources & evidence

ORD record
ord-2a5b36c8ebf243739d6e262878ba7da3
Source dataset
uspto-grants-2014_06
Patent number
US08742101B2

Reaction notes

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