methyl-(S)-4-(1-carbamoylpropylamino)butyrate → Levetiracetam

HRID 2197665Notes

Reaction equation

HRID 2197665 reaction equation
C[O:2][C:3](=O)[CH2:4][CH2:5][CH2:6][NH:7][C@H:8]([C:11](=[O:13])[NH2:12])[CH2:9][CH3:10]>C1(C)C=CC=CC=1>[O:2]=[C:3]1[CH2:4][CH2:5][CH2:6][N:7]1[C@@H:8]([CH2:9][CH3:10])[C:11]([NH2:12])=[O:13]

Participants

3

Conditions

Temperature
92 °C

Procedure

To the crude methyl-(S)-4-(1-carbamoylpropylamino)butyrate (VIg) in toluene (25 ml) is added hydroxypyrridine (0.7 g, 30 mol %). The mixture is heated to 92° C. until complete conversion. After 17 hours the mixture is concentrated to dryness to yield (S)-2-(2-oxopyrrolidin-1-yl)butyramide.

Workup

  1. concentrationAfter 17 hours the mixture is concentrated to dryness

Sources & evidence

ORD record
ord-35ad66a7b70145298ece2ce43a329ddb
Source dataset
uspto-grants-2012_12
Patent number
US08338621B2

Reaction notes

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