Tetrahydrofuran → HCID 22716661, compound

HRID 1582968Notes

Reaction equation

HRID 1582968 reaction equation
C1COCC1.[Cl:6][C:7]1[CH:8]=[C:9]([C:13]2[C:22]3[C:17](=[N:18][C:19]([CH3:23])=[CH:20][CH:21]=3)[N:16]([CH2:24][CH3:25])[C:15](=[O:26])[C:14]=2[CH2:27][CH2:28][CH2:29][OH:30])[CH:10]=[CH:11][CH:12]=1.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(N(CC)CC)C>[Cl:6][C:7]1[CH:8]=[C:9]([C:13]2[C:22]3[C:17](=[N:18][C:19]([CH3:23])=[CH:20][CH:21]=3)[N:16]([CH2:24][CH3:25])[C:15](=[O:26])[C:14]=2[CH2:27][CH2:28][CH2:29][O:30][S:32]([CH3:31])(=[O:34])=[O:33])[CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 31297Methanesulfonyl chlorideHCID 12991190HCID 12991190, compound

Product 1

HCID 22716661HCID 22716661, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a THF solution of 4-(3-chlorophenyl)-1-ethyl-3-(3-hydroxypropyl)-7-methyl-1,8-naphthyridin-2(1H)-one were added triethylamine and methanesulfonyl chloride, followed by reaction under heating. Thereafter, the reaction mixture was worked up and purified in a usual manner to obtain 4-(3-chlorophenyl)-1-ethyl-3(3-methanesulfonyloxypropyl)-7-methyl-1,8-naphthyridin-2(1H)-one. NMR1: 4.67 (2H, q, J=7.1 Hz), 4.18 (2H, t, J=6.3 Hz), 2.93 (3H, s).

Workup

  1. customfollowed by reaction
  2. temperatureunder heating
  3. custompurified in a usual manner

Sources & evidence

ORD record
ord-36273ec7df8f437383c8d308ce5cff47
Source dataset
uspto-grants-2004_05
Patent number
US06740662B1

Reaction notes

Loading…