2-Chloro-5-hydroxypyridine → HCID 54096430, compound

HRID 412197Notes

Reaction equation

HRID 412197 reaction equation
[OH:1][C@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.[Cl:7][C:8]1[CH:13]=[CH:12][C:11](O)=[CH:10][N:9]=1>>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([O:1][C@@H:2]2[CH2:6][CH2:5][NH:4][CH2:3]2)=[CH:10][N:9]=1

Participants

3

Reactant 2

HCID 8198212-Chloro-5-hydroxypyridineHCID 2733874(3S)-pyrrolidin-3-ol

Product 1

HCID 54096430HCID 54096430, compound

Procedure

By the procedure of Example 2, employing the appropriate 3-(S)-hydroxypyrrolidine in place of 3-hydroxypyrrolidine and 2-chloro-5-hydroxypyridine in place of 3-hydroxypyridine, 2-chloro-5-(3-(R)-pyrrolidinyloxy)-pyridine was produced as a clear oil: 1H NMR (300 MHz, CD3OD) δ8.10 (1H, s), 7.50 (1H, dd, J=2.3, 8.8 Hz), 7.40 (1H, d, J=8.8 Hz), 5.28 (1H, s), 3.63-3.31 (4H, m), 2.34 (2H, m).

Sources & evidence

ORD record
ord-c7dd78d31c16470288ff8074c39deb2e
Source dataset
uspto-grants-2003_05
Patent number
US06562847B1

Reaction notes

Loading…