HCID 59737448, compound → HCID 59737256, compound

HRID 1907728Notes

Reaction equation

HRID 1907728 reaction equation
[N:1]1([C:15]([O:17][CH2:18][C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[O:16])[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13]C)=[O:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1>Cl>[N:21]1[CH:22]=[CH:23][CH:24]=[C:19]([CH2:18][O:17][C:15]([N:1]2[C:10]3[C:5](=[CH:6][C:7]([C:11]([OH:13])=[O:12])=[CH:8][CH:9]=3)[CH2:4][CH2:3][CH2:2]2)=[O:16])[CH:20]=1

Participants

3

Reactant 1

HCID 59737448HCID 59737448, compound

Product 1

HCID 59737256HCID 59737256, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ester 213 (0.489 g, 1.50 mmol) in 2N HCl (10 mL) was stirred at 110° C. for 3 h then concentrated, suspended in dry acetonitrile (20 mL), stirred for 2 h, diluted with dry benzene (20 mL), and stirred for 6 h. The suspension was concentrated then re-suspended in 1:1 acetonitrile and benzene (20 mL). The solid material was collected by filtration to provide title compound 214 (0.460 g, 88% yield).

Workup

  1. concentrationthen concentrated
  2. additiondiluted with dry benzene (20 mL)
  3. stirringstirred for 6 h
  4. concentrationThe suspension was concentrated
  5. filtrationThe solid material was collected by filtration

Sources & evidence

ORD record
ord-8fec2fdc64554a019f4c1fff6133264b
Source dataset
uspto-grants-2013_12
Patent number
US08598168B2

Reaction notes

Loading…