HCID 57816357, compound → HCID 57816336, compound

HRID 1422427Notes

Reaction equation

HRID 1422427 reaction equation
C([O:8][C:9](=[O:55])[CH:10]([N:25]1[CH2:36][CH2:35][N:34]([CH2:37][C:38]([O:40]CC)=[O:39])[CH2:33][CH2:32][N:31]([CH2:43][C:44]([O:46]CC)=[O:45])[CH2:30][CH2:29][N:28]([CH2:49][C:50]([O:52]CC)=[O:51])[CH2:27][CH2:26]1)[CH2:11][CH2:12][CH2:13][N:14]1C(=O)C2C(=CC=CC=2)C1=O)C1C=CC=CC=1>Cl>[NH2:14][CH2:13][CH2:12][CH2:11][CH:10]([N:25]1[CH2:36][CH2:35][N:34]([CH2:37][C:38]([OH:40])=[O:39])[CH2:33][CH2:32][N:31]([CH2:43][C:44]([OH:46])=[O:45])[CH2:30][CH2:29][N:28]([CH2:49][C:50]([OH:52])=[O:51])[CH2:27][CH2:26]1)[C:9]([OH:55])=[O:8]

Participants

3

Reactant 1

HCID 57816357HCID 57816357, compound

Product 1

HCID 57816336HCID 57816336, compoundYield 138.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 54 g of compound obtained in stage 2 (64 ml) in 37% hydrochloric acid (1.81) is refluxed overnight in a 5-liter reactor. After cooling and filtration, the filtrate is concentrated and purified over silanized silica (elution with water). After evaporation under reduced pressure, the product is washed with ether. 45 g of product are obtained in the form of a white solid. The product is desalified by passing it over OH resin. 30 g of product are isolated in the form of white crystals (yield 100%).

Workup

  1. temperatureAfter cooling
  2. filtrationfiltration
  3. concentrationthe filtrate is concentrated
  4. custompurified over silanized silica (elution with water)
  5. customAfter evaporation under reduced pressure
  6. washthe product is washed with ether

Sources & evidence

ORD record
ord-8a4bfc6587c1417cb3a9b9884ea7081d
Source dataset
uspto-grants-2015_01
Patent number
US08926945B2

Reaction notes

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