Potassium Hydroxide → HCID 57736835, compound

HRID 1971130Notes

Reaction equation

HRID 1971130 reaction equation
[CH3:1][C:2]([CH3:38])([CH3:37])[C@H:3]([NH:8][C:9]([C:11]1[N:12]=[C:13]([C:28]2[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=2[F:36])[N:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])[CH2:16][C:15]=12)=[O:10])[C:4]([NH:6][CH3:7])=[O:5].[OH-].[K+]>CO.O>[CH3:1][C:2]([CH3:38])([CH3:37])[C@H:3]([NH:8][C:9]([C:11]1[N:12]=[C:13]([C:28]2[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=2[F:36])[N:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]([OH:23])=[O:22])[CH2:16][C:15]=12)=[O:10])[C:4]([NH:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 57736775HCID 57736775, compound

Product 1

HCID 57736835HCID 57736835, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
100 °C

Procedure

To compound 69B (20 mg, 0.037 mmol) in 1 mL of a 3:1 mixture of MeOH/water was added KOH (6.3 mg, 0.112 mmol). The reaction vessel was capped and heated in the microwave at 100° C. for 10 minutes. The reaction mixture was quenched with 1N HCl and evaporated to dryness. The residue was purified by automated preparative LC/MS to provide 2.5 mg (13% yield) of a white solid. LCMS (+ESI) m/z 482.6 [M+H]+.

Workup

  1. customThe reaction vessel was capped
  2. customThe reaction mixture was quenched with 1N HCl
  3. customevaporated to dryness
  4. customThe residue was purified by automated preparative LC/MS

Sources & evidence

ORD record
ord-2a5921eb12c249d9ac4227e277f913a7
Source dataset
uspto-grants-2013_04
Patent number
US08431565B2

Reaction notes

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