Sodium Hydroxide → Y-39983 hydrochloride

HRID 641161Notes

Reaction equation

HRID 641161 reaction equation
[ClH:1].Cl.[NH:3]1[C:7]2=[N:8][CH:9]=[CH:10][C:11]([NH:12][C:13](=[O:23])[C:14]3[CH:19]=[CH:18][C:17]([C@H:20]([NH2:22])[CH3:21])=[CH:16][CH:15]=3)=[C:6]2[CH:5]=[CH:4]1.[OH-].[Na+]>O>[ClH:1].[NH:3]1[C:7]2=[N:8][CH:9]=[CH:10][C:11]([NH:12][C:13](=[O:23])[C:14]3[CH:19]=[CH:18][C:17]([C@H:20]([NH2:22])[CH3:21])=[CH:16][CH:15]=3)=[C:6]2[CH:5]=[CH:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 206013284-[(1R)-1-Aminoethyl]-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)benzamide--hydrogen chloride (1/2)

Product 1

HCID 11507964Y-39983 hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

(R)-(+)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-aminoethyl)benzamide dihydrochloride 3/2 hydrate (8.5 g) obtained in Reference Example 1 was dissolved in water (50 mL) and 1N—NaOH aqueous solution was added dropwise while stirring under ice-cooling. The precipitated crystals were collected by filtration and dried (warm air: 60° C., 10 hrs) to give a free base form (6.2 g).

Workup

  1. temperaturecooling
  2. filtrationThe precipitated crystals were collected by filtration
  3. customdried
  4. customto give a free base form (6.2 g)

Sources & evidence

ORD record
ord-201590f6d3d74d9981bcdd36ab5ad0de
Source dataset
uspto-grants-2010_04
Patent number
US07696194B2

Reaction notes

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