Ammonium Hydroxide → 4-(6-Aminopyridin-3-yl)-1-methylpyrrolidin-2-one

HRID 595924Notes

Reaction equation

HRID 595924 reaction equation
F[C:2]1[N:7]=[CH:6][C:5]([CH:8]2[CH2:12][N:11]([CH3:13])[C:10](=[O:14])[CH2:9]2)=[CH:4][CH:3]=1.[OH-].[NH4+:16]>>[NH2:16][C:2]1[N:7]=[CH:6][C:5]([CH:8]2[CH2:12][N:11]([CH3:13])[C:10](=[O:14])[CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 1180458344-(6-Fluoropyridin-3-yl)-1-methylpyrrolidin-2-one

Product 1

HCID 1180470204-(6-Aminopyridin-3-yl)-1-methylpyrrolidin-2-one

Conditions

Temperature
140 °C

Procedure

To 4-(6-fluoropyridin-3-yl)-1-methylpyrrolidin-2-one(100 mg, 0.515 mmol) was added ammonium hydroxide (2 mL, 15.41 mmol). The reaction mixture was heated in heating block at 140° C. for 48h. LC-MS shows 80% product. Reaction mixture was evaporated. Azeotrope with Toluene (x=3) and proceed for next step. LCMS (m/z): 192.2 (MH+), 0.256 min.

Workup

  1. temperatureThe reaction mixture was heated
  2. customReaction mixture
  3. customwas evaporated
  4. custom192.2 (MH+), 0.256 min.

Sources & evidence

ORD record
ord-fe8ab2348b1b4bfca12b64a30f366766
Source dataset
uspto-grants-2016_01
Patent number
US09242996B2

Reaction notes

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