(R)-(+)-4-Hydroxy-2-pyrrolidinone → HCID 58020049, compound

HRID 1632098Notes

Reaction equation

HRID 1632098 reaction equation
[OH:1][C@@H:2]1[CH2:6][N:5]([CH2:7][C:8]2[CH:9]=[C:10]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=3)[C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[C:4](=[O:25])[CH2:3]1.O[C@H]1CNC(=O)C1>>[OH:1][C@H:2]1[CH2:6][N:5]([CH2:7][C:8]2[CH:9]=[C:10]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-:24])=[O:23])[CH:17]=3)[C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[C:4](=[O:25])[CH2:3]1

Participants

3

Reactant 2

HCID 185505(R)-(+)-4-Hydroxy-2-pyrrolidinoneHCID 58020098HCID 58020098, compound

Product 1

HCID 58020049HCID 58020049, compound

Procedure

P-506 was prepared in a similar manner as that described above for P-248 except starting with (R)-4-Hydroxy-pyrrolidin-2-one. 1H NMR (400 MHz, CDCl3) 8.40 (t, J=1.9 Hz, 1H), 8.17 (dd, J=1.7, 8.2 Hz, 1H), 7.84 (d, J=7.8 Hz, 1H), 7.55 (t, J=8.0 Hz, 1H), 7.30-7.27 (m, 1H), 7.22 (d, J=2.1 Hz, 1H), 6.97 (d, J=8.5 Hz, 1H), 4.61-4.48 (m, 2H), 4.41 (d, J=14.8 Hz, 1H), 3.85-3.81 (m, 3H), 3.56 (dd, J=5.6, 10.9 Hz, 1H), 3.24 (dd, J=1.8, 10.8 Hz, 1H), 2.75 (dd, J=6.5, 17.3 Hz, 1H), 2.44 (dd, J=2.1, 17.4 Hz, 1H), 2.12 (br s, 1H) ppm. LC/MS=95.6%, 343.1 (APCI+).

Workup

  1. customP-506 was prepared in a similar manner as

Sources & evidence

ORD record
ord-ecbdfc6b97684ea7a364ab6cabb2de6f
Source dataset
uspto-grants-2014_07
Patent number
US08791267B2

Reaction notes

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