Hydrochloric Acid → HCID 90412107, compound

HRID 1522028Notes

Reaction equation

HRID 1522028 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:29][CH3:30])=[C:6]([C:8]2[C:13]([C:14]#[N:15])=[CH:12][N:11]=[C:10]3[N:16](S(C4C=CC=CC=4)(=O)=O)[C:17]([I:19])=[CH:18][C:9]=23)[CH:7]=1.[OH-].[Li+].Cl>O1CCCC1.CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:29][CH3:30])=[C:6]([C:8]2[C:13]([C:14]#[N:15])=[CH:12][N:11]=[C:10]3[NH:16][C:17]([I:19])=[CH:18][C:9]=23)[CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 90412168HCID 90412168, compound

Product 1

HCID 90412107HCID 90412107, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of Example 236C (3 g, 5.63 mmol) in 20 mL tetrahydrofuran and 20 mL methanol was added 2N lithium hydroxide (8.44 mL, 16.88 mmol) and the mixture was stirred at room temperature for 4 hours. The mixture was neutralized with 2N aqueous hydrochloric acid, extracted with ethyl acetate and purified by flash chromatography eluting with 0-50% ethyl acetate in heptane to afford the title compound. MS (ESI(+)) m/e 394 (M+H)+.

Workup

  1. extractionextracted with ethyl acetate
  2. custompurified by flash chromatography
  3. washeluting with 0-50% ethyl acetate in heptane

Sources & evidence

ORD record
ord-24ba49b231ca4e9689e1e4794bc50873
Source dataset
uspto-grants-2015_07
Patent number
US09073922B2

Reaction notes

Loading…