Sodium Hydroxide → HCID 118235860, compound

HRID 626997Notes

Reaction equation

HRID 626997 reaction equation
[F:1][CH:2]([F:37])[O:3][C:4]1[CH:36]=[CH:35][CH:34]=[CH:33][C:5]=1[CH2:6][C:7]1[N:11]2[CH:12]=[C:13]([C:16]3[CH:17]=[N:18][C:19]([N:22]4[CH2:26][CH2:25][CH:24]([C:27]([O:29]CC)=[O:28])[CH2:23]4)=[N:20][CH:21]=3)[CH:14]=[CH:15][C:10]2=[N:9][C:8]=1[CH3:32].[OH-].[Na+]>C1COCC1.O>[F:37][CH:2]([F:1])[O:3][C:4]1[CH:36]=[CH:35][CH:34]=[CH:33][C:5]=1[CH2:6][C:7]1[N:11]2[CH:12]=[C:13]([C:16]3[CH:21]=[N:20][C:19]([N:22]4[CH2:26][CH2:25][CH:24]([C:27]([OH:29])=[O:28])[CH2:23]4)=[N:18][CH:17]=3)[CH:14]=[CH:15][C:10]2=[N:9][C:8]=1[CH3:32]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 118235586HCID 118235586, compound

Product 1

HCID 118235860HCID 118235860, compoundYield 17.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of Example 280 (0.11 g, 0.22 mmol) in THF (12 mL) and water (4 mL) was added 1M aqueous NaOH solution (0.22 mL). The resulting mixture was stirred for 18 h at r.t. and concentrated in vacuo. The crude residue was purified by preparative HPLC to afford the title compound (18 mg, 17%) as a white solid. HPLC-MS (pH 10): m/z 480.8 [M+H]+, RT 1.37 minutes.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe crude residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-0ead5566dc74457cb1df810948e7e17b
Source dataset
uspto-grants-2016_04
Patent number
US09309243B2

Reaction notes

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