Sodium Hydroxide → HCID 59200385, compound

HRID 1685350Notes

Reaction equation

HRID 1685350 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([NH:21][C:22]3[S:23][CH:24]=[C:25]([S:27][C:28]4[CH:33]=[CH:32][N:31]=[C:30]([C:34]([O:36]C)=[O:35])[CH:29]=4)[N:26]=3)=[N:19][CH:20]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].[Cl-].[NH4+]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([NH:21][C:22]3[S:23][CH:24]=[C:25]([S:27][C:28]4[CH:33]=[CH:32][N:31]=[C:30]([C:34]([OH:36])=[O:35])[CH:29]=4)[N:26]=3)=[N:19][CH:20]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 59200398HCID 59200398, compound

Product 1

HCID 59200385HCID 59200385, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 4-(2-(5-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)pyridin-2-ylamino)thiazol-4-ylthio)picolinate (0.33 g, 0.608 mmol) in THF (5 mL) was treated with sodium hydroxide (1M, 2.4 mL, 2.4 mmol) at room temperature. The mixture was stirred for 30 minutes, then saturated ammonium chloride (20 mL) was added and the THF was evaporated. The solid was filtered to give the title material as a solid (0.32 g, 97%) which was used as is. LCMS (M+H)+: 529. HPLC ret. time (Condition A): 1.327 min.

Workup

  1. customthe THF was evaporated
  2. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-833c76a6c18545659658b9f3085f4b12
Source dataset
uspto-grants-2012_04
Patent number
US08148400B2

Reaction notes

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