Sodium Hydroxide → Ly-2886721

HRID 2060800Notes

Reaction equation

HRID 2060800 reaction equation
Cl.[NH2:2][C:3]1[S:4][CH2:5][C@@H:6]2[CH2:11][O:10][CH2:9][C@:7]2([C:12]2[CH:13]=[C:14]([NH:19][C:20](=[O:28])[C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][N:22]=3)[CH:15]=[CH:16][C:17]=2[F:18])[N:8]=1.[OH-].[Na+]>O>[NH2:2][C:3]1[S:4][CH2:5][C@@H:6]2[CH2:11][O:10][CH2:9][C@:7]2([C:12]2[CH:13]=[C:14]([NH:19][C:20](=[O:28])[C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][N:22]=3)[CH:15]=[CH:16][C:17]=2[F:18])[N:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 50902942LY-2886721 hydrochloride

Product 1

HCID 49837968Ly-2886721

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of N-(3-((4aS,7aS)-2-Amino-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-fluoropicolinamide hydrochloride (20 g, 47 mmol) in water (280 mL) at room temperature is added an aqueous solution of 2N sodium hydroxide (1.2 eq, 27 mL). The mixture is stirred for 30 minutes. The suspension is filtered and the solid is washed with water (3×100 mL). The solid is dried under vacuum at 45° C. to give the title compound as a white solid. The resulting solid is purified via the following two methods:

Workup

  1. filtrationThe suspension is filtered
  2. washthe solid is washed with water (3×100 mL)
  3. customThe solid is dried under vacuum at 45° C.

Sources & evidence

ORD record
ord-b9f0efb9e44c40ca93c56b3ecbbd6662
Source dataset
uspto-grants-2012_10
Patent number
US08278441B2

Reaction notes

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