HCID 86675623, compound → HCID 53390690, compound

HRID 1844578Notes

Reaction equation

HRID 1844578 reaction equation
C(OC([N:8](C(OC(C)(C)C)=O)[CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:14][C@@:13]1([C:19]1[N:20]=[CH:21][N:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:23]=1)[C:15]([O:17]C)=[O:16])=O)(C)(C)C>Cl>[NH2:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:14][C@@:13]1([C:19]1[N:20]=[CH:21][N:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:23]=1)[C:15]([OH:17])=[O:16]

Participants

3

Reactant 1

HCID 86675623HCID 86675623, compound

Product 1

HCID 53390690HCID 53390690, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The compound (271 mg) obtained in Step 1 of this Example was heated to reflux for 2 hours in 5 N hydrochloric acid (10 mL). The reaction solution was concentrated, and the residue was then charged to Dowex 50WX8 (1.5 g) adjusted in advance with dilute hydrochloric acid and deionized water. The resin was washed with deionized water, followed by elution with 5% ammonia water. The eluate was concentrated to obtain the title compound (134 mg).

Workup

  1. concentrationThe reaction solution was concentrated
  2. additionthe residue was then charged to Dowex 50WX8 (1.5 g)
  3. washThe resin was washed with deionized water
  4. washfollowed by elution with 5% ammonia water
  5. concentrationThe eluate was concentrated

Sources & evidence

ORD record
ord-7a2901b661644767bdae90ef25811a2a
Source dataset
uspto-grants-2015_02
Patent number
US08946443B2

Reaction notes

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