Sodium Methoxide → HCID 68007277, compound

HRID 75016Notes

Reaction equation

HRID 75016 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:15]([NH:17][C@H:18]4[CH2:29][CH2:28][CH2:27][C@:20]5([O:24][C:23](=[O:25])[N:22]([CH3:26])[CH2:21]5)[CH2:19]4)[C:14]([F:30])=[CH:13][N:12]=3)=[CH:9][N:8](S(C3C=CC(C)=CC=3)(=O)=O)[C:5]2=[N:6][CH:7]=1.C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:15]([NH:17][C@H:18]4[CH2:29][CH2:28][CH2:27][C@:20]5([O:24][C:23](=[O:25])[N:22]([CH3:26])[CH2:21]5)[CH2:19]4)[C:14]([F:30])=[CH:13][N:12]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 68008136HCID 68008136, compound2×

Product 1

HCID 68007277HCID 68007277, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (5S,7S)-7-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-3-methyl-1-oxa-3-azaspiro[4.5]decan-2-one, 63d, (0.035 g, 0.060 mmol) in MeOH (2 mL) was added NaOMe (2 mL of 25% w/v, 9.255 mmol). The mixture was stirred for 30 min then concentrated in vacuo and purified by reverse phase HPLC (Water/HCl:MeOH). Pure fractions were combined and concentrated in vacuo to afford product 971 as the HCl salt.

Workup

  1. concentrationthen concentrated in vacuo
  2. custompurified by reverse phase HPLC (Water/HCl:MeOH)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-13fb496686a440c2b7086b80a93f2ac1
Source dataset
uspto-grants-2014_09
Patent number
US08829007B2

Reaction notes

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