Sodium Hydroxide → HCID 118159634, compound

HRID 628382Notes

Reaction equation

HRID 628382 reaction equation
FC(F)(F)C(O)=O.FC(F)(F)C(O)=O.FC(F)(F)C(O)=O.[N:22]1([CH2:26][C:27]2[CH:28]=[C:29]([CH:59]=[CH:60][CH:61]=2)[CH2:30][N:31]2[C:35]3[CH:36]=[CH:37][C:38]4[N:39]([C:40]([CH3:43])=[N:41][N:42]=4)[C:34]=3[CH:33]=[C:32]2[C:44]([O:46]CC2C=CC=C(CN3CCC3)C=2)=[O:45])[CH2:25][CH2:24][CH2:23]1.[OH-].[Na+]>O1CCCC1>[N:22]1([CH2:26][C:27]2[CH:28]=[C:29]([CH:59]=[CH:60][CH:61]=2)[CH2:30][N:31]2[C:35]3[CH:36]=[CH:37][C:38]4[N:39]([C:40]([CH3:43])=[N:41][N:42]=4)[C:34]=3[CH:33]=[C:32]2[C:44]([OH:46])=[O:45])[CH2:25][CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131735349HCID 131735349, compound

Product 1

HCID 118159634HCID 118159634, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(Azetidin-1-ylmethyl)benzyl 6-[3-(azetidin-1-ylmethyl)benzyl]-1-methyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridine-7-carboxylate tris(trifluoroacetate) (0.15 g, 0.17 mmol, from Step 6) was dissolved in tetrahydrofuran (5 mL) and 1.0 M NaOH (5 mL, 5 mmol) was added. The reaction was stirred for 1 hour. The product was purified by preparative HPLC-MS (Waters XBridge C18, eluting with a gradient of MeCN/H2O containing 0.15% NH4OH) Yield: (0.033 g, 51%).

Workup

  1. customThe product was purified by preparative HPLC-MS (Waters XBridge C18
  2. washeluting with a gradient of MeCN/H2O containing 0.15% NH4OH) Yield

Sources & evidence

ORD record
ord-ac860696c4b24c50854c127d5b4c1bde
Source dataset
uspto-grants-2016_04
Patent number
US09309246B2

Reaction notes

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