Water → Nps 2390

HRID 1826877Notes

Reaction equation

HRID 1826877 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[C:11](Cl)=[O:12].[C:14]12([NH2:24])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2.O>N1C=CC=CC=1>[C:14]12([NH:24][C:11]([C:2]3[CH:3]=[N:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[N:1]=3)=[O:12])[CH2:21][CH:20]3[CH2:19][CH:18]([CH2:17][CH:16]([CH2:22]3)[CH2:15]1)[CH2:23]2

Participants

5

Reactant 3

HCID 962WaterHCID 2130AmantadineHCID 2734681Quinoxaline-2-carbonyl chloride

Product 1

HCID 7067728Nps 2390

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Quinoxaloyl chloride (0.84 g, 4.4 mmol) was added to a solution of 1-adamantanamine (0.60 g, 4.0 mmol) in pyridine (10 mL). The reaction was then stirred for 30 min. To the stirring reaction mixture was added water (100 mL) which caused the product to precipitate. This precipitate was filtered, washed with water (3×25 mL), and dried under high vacuum for 16 h. This provided 1.00 g (82%) of (91):

Workup

  1. customTo the stirring reaction mixture
  2. customto precipitate
  3. filtrationThis precipitate was filtered
  4. washwashed with water (3×25 mL)
  5. customdried under high vacuum for 16 h

Sources & evidence

ORD record
ord-ca44b38ee23f41a6887e2870a808c196
Source dataset
uspto-grants-2006_05
Patent number
US07053104B2

Reaction notes

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