Hydrochloric Acid → HCID 59552399, compound

HRID 1803817Notes

Reaction equation

HRID 1803817 reaction equation
[N:1]([CH2:4][C:5]([NH:7][C@H:8]([CH2:14][S:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23]C2CCCCO2)[CH:18]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:6])=[N+:2]=[N-:3].Cl>CO>[N:1]([CH2:4][C:5]([NH:7][C@H:8]([CH2:14][S:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([OH:23])[CH:18]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:6])=[N+:2]=[N-:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59552494HCID 59552494, compound

Product 1

HCID 59552399HCID 59552399, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 250 mL round bottom flask containing 132 (6.5 g, 15.4 mmol) in MeOH (150 mL) at RT, was added Conc. HCl (1 mL) and stirred for 2.5 h. The reaction was concentrated on silica and purified over silica gel using EtOAc:Hexanes (1:1) as an eluent to afford 133 (4.8 g, 92%) as a colorless oil.

Workup

  1. concentrationThe reaction was concentrated on silica
  2. custompurified over silica gel

Sources & evidence

ORD record
ord-67af608382d94da5ae8ce10fa950f409
Source dataset
uspto-grants-2013_01
Patent number
US08354092B2

Reaction notes

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