Hydrochloric Acid → HCID 66655835, compound

HRID 1035190Notes

Reaction equation

HRID 1035190 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:10][C:11]2[CH:28]=[CH:27][C:14]([O:15][CH:16]3[CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]3)=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].Cl>CO>[NH:18]1[CH2:17][CH:16]([O:15][C:14]2[CH:27]=[CH:28][C:11]([CH2:10][N:7]3[CH2:6][CH2:5][N:4]([C:1](=[O:3])[CH3:2])[CH2:9][CH2:8]3)=[CH:12][CH:13]=2)[CH2:19]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58043101HCID 58043101, compound

Product 1

HCID 66655835HCID 66655835, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Intermediate 23A (1.5 g, 2.7 mmol) was dissolved in MeOH (20 mL), a 4.0 M solution of HCl in MeOH (2 mL) was added and the reaction mixture was stirred at RT for one hour. The mixture was concentrated and the residue was co-evaporated with EtOH several times. The residue was triturated with THF and then DCM (50 mL) and aqueous K2CO3 (5 g dissolved in 5 mL water) were added. After phases were separation, the organic phase was dried (Na2CO3) and the solvent was removed by evaporation. There was obtained 0.55 g (71%) of 23B.

Workup

  1. concentrationThe mixture was concentrated
  2. customThe residue was triturated with THF
  3. additionDCM (50 mL) and aqueous K2CO3 (5 g dissolved in 5 mL water) were added
  4. customseparation
  5. dry with materialthe organic phase was dried (Na2CO3)
  6. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-07f0055e83de4379aea6b9ff374c1dad
Source dataset
uspto-grants-2013_10
Patent number
US08546375B2

Reaction notes

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