Hydrochloric Acid → HCID 57722268, compound

HRID 1986536Notes

Reaction equation

HRID 1986536 reaction equation
[CH3:1][C:2]([CH3:32])([CH3:31])/[CH:3]=[CH:4]/[C@H:5]1[O:10]C(C)(C)[O:8][C@@H:7]([C@@H:13]([O:28][CH3:29])[C:14]([NH:16][CH:17]2[CH2:20][N:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:18]2=[O:27])=[O:15])[C@H:6]1[OH:30].Cl>C1COCC1>[O:27]=[C:18]1[CH:17]([NH:16][C:14](=[O:15])[C@H:13]([O:28][CH3:29])[C@H:7]([OH:8])[C@@H:6]([OH:30])[C@H:5]([OH:10])/[CH:4]=[CH:3]/[C:2]([CH3:32])([CH3:31])[CH3:1])[CH2:20][N:19]1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57722250HCID 57722250, compound

Product 1

HCID 57722268HCID 57722268, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.466 ml of THF, 38.7 mg (86.66 μmol) of product 10 and then 0.932 ml of HCl (1N) are successively introduced into a round-bottomed flask equipped with a magnetic stirrer. After 50 minutes, the reaction medium is evaporated to dryness. The residue obtained is purified by chromatography on 2 preparative silica plates (20×20 cm, e=0.5 mm, Merck), eluent: CH2Cl2/MeOH (96/4). 14 mg (40%) of product Example 3 are collected.

Workup

  1. customequipped with a magnetic stirrer
  2. customthe reaction medium is evaporated to dryness
  3. customThe residue obtained
  4. customis purified by chromatography on 2 preparative silica plates (20×20 cm, e=0.5 mm, Merck), eluent
  5. custom14 mg (40%) of product Example 3 are collected

Sources & evidence

ORD record
ord-acb2dd472e4b4f97beb970b64c10f5da
Source dataset
uspto-grants-2009_06
Patent number
US07550453B2

Reaction notes

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