(R)-4-Phenylpyrrolidin-2-one → 949925-08-0

HRID 1048835Notes

Reaction equation

HRID 1048835 reaction equation
[C:1]1([C@@H:7]2[CH2:11][NH:10][C:9](=[O:12])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1([C@H]2C[NH:22][C:21](=[O:24])[CH2:20]2)C=CC=CC=1>CO>[C:21]([CH2:20][N:10]1[CH2:11][C@H:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][C:9]1=[O:12])(=[O:24])[NH2:22]

Participants

4

Reactant 2

HCID 641621(R)-4-Phenylpyrrolidin-2-oneHCID 757631HCID 757631, compound

Product 1

HCID 781884949925-08-0

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Substituting pyrrolidinone 1 in Example 1 by 4(S)-phenyl-2-pyrrolidinone (1a) S-enantiomeric N-carbamoylmethyl-4(S)-phenyl-2-pyrrolidinone (4a) was obtained. [α]D20=−8.3° (c=3, MeOH). 1H NMR (CDCl3), δ: 2.61 (1H, d, d, 3-CH2); 2.87 (1H, d, d, 3-CH2); 3.54 (1H, t, 5-CH2); 3.66 (1H, quintet, 4-CH); 3.89 (1H, t, 5-CH2); 4.00 (2H, s, NCH2CO); 5.68 and 6.21 (1H and 1H, br.s and br.s, NH2); 7.20-7.40 (5H, m, C6H5).

Workup

  1. customwas obtained

Sources & evidence

ORD record
ord-d11fa40877394839bc95728a46dca5a2
Source dataset
uspto-grants-2016_07
Patent number
US09382203B2

Reaction notes

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