Ammonium Hydroxide → HCID 21709057, compound

HRID 651764Notes

Reaction equation

HRID 651764 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][C:10]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[CH:11][CH:12]=2)[N:7]([CH3:20])[CH:6]=1.[NH4+:22].[OH-]>>[CH3:20][N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[C:10]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[CH:9]=2)[C:5]([CH2:4][C:3]([NH2:22])=[O:2])=[CH:6]1

Participants

3

Reactant 2

HCID 14923Ammonium Hydroxide2×HCID 70138755HCID 70138755, compound

Product 1

HCID 21709057HCID 21709057, compoundYield 94%

Procedure

(1-Methyl-6-morpholin-4-yl-1H-indol-3-yl)-acetic acid methyl ester (2.67 g, 9.26 mmol) was suspended in concentrated NH4OH (20 mL) in a 100 mL flask, sealed and stirred for 24 h. The mixture was transferred into a 500 mL flask and more NH4OH (80 mL) was added. The flask was again sealed and stirring was continued for another 24 h. The volatiles were removed under reduced pressure. (1-methyl-6-morpholin-4-yl-1H-indol-3-yl)acetamide (2.39 g, 94%) was obtained after lyophilization.

Workup

  1. customsealed
  2. customThe mixture was transferred into a 500 mL flask
  3. customThe flask was again sealed
  4. stirringstirring
  5. waitwas continued for another 24 h
  6. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-39dab0e1fa1440e4af8b3c655e6862d4
Source dataset
uspto-grants-2001_08
Patent number
US06281356B1

Reaction notes

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