Sodium Hydroxide → HCID 178434213, compound

HRID 1499273Notes

Reaction equation

HRID 1499273 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:22][CH2:21][C:11]3([CH2:15][NH:14][C@H:13]([C:16]([O:18]CC)=[O:17])[CH2:12]3)[CH2:10][CH2:9]2)[CH:5]=[C:4]([CH2:23][O:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]3[CH:39]=[C:38]4[C:34]([C:35]([CH3:40])=[N:36][NH:37]4)=[CH:33][CH:32]=3)=[CH:27][CH:26]=2)[N:3]=1.[OH-].[Na+]>CO>[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:9][CH2:10][C:11]3([CH2:15][NH:14][C@H:13]([C:16]([OH:18])=[O:17])[CH2:12]3)[CH2:21][CH2:22]2)[CH:5]=[C:4]([CH2:23][O:24][C:25]2[CH:26]=[CH:27][C:28]([C:31]3[CH:39]=[C:38]4[C:34]([C:35]([CH3:40])=[N:36][NH:37]4)=[CH:33][CH:32]=3)=[CH:29][CH:30]=2)[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178472325HCID 178472325, compound

Product 1

HCID 178434213HCID 178434213, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S)-ethyl 8-(2-amino-6-((4-(3-methyl-1H-indazol-6-yl)phenoxy)methyl)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylate (70 mg, 0.11 mmol) in MeOH (3 mL) is added 4 N NaOH (3 mL), and the reaction mixture was stirred at RT for 4 h. The reaction mixture was then concentrated in vacuo. The residue was diluted with water (5 mL) and the pH adjusted to 6-7. The precipitated solid was collected by filtration, and the filter cake was washed with cold water, then dried to afford the title compound as an off-white solid.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. additionThe residue was diluted with water (5 mL)
  3. filtrationThe precipitated solid was collected by filtration
  4. washthe filter cake was washed with cold water
  5. customdried

Sources & evidence

ORD record
ord-0cbc959eadbc4aebbdc2f55b65b16d9f
Source dataset
uspto-grants-2015_12
Patent number
US09199994B2

Reaction notes

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