2-(Dimethylamino)ethanol → HCID 68183383, compound

HRID 513772Notes

Reaction equation

HRID 513772 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[N:15]3)[NH:12][S:11](=[O:21])(=[O:20])[C:10]1[C:5]2=[CH:6][C:7](F)=[CH:8][CH:9]=1.[CH3:23][N:24]([CH3:28])[CH2:25][CH2:26][OH:27].[H-].[Na+]>CN1C(=O)CCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[N:15]3)[NH:12][S:11](=[O:21])(=[O:20])[C:10]1[C:5]2=[CH:6][C:7]([O:27][CH2:26][CH2:25][N:24]([CH3:28])[CH3:23])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 79022-(Dimethylamino)ethanolHCID 24758Sodium hydrideHCID 6818318212-Chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

Product 1

HCID 68183383HCID 68183383, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In a similar fashion using route 51 general procedure 119, 12-chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 503 (200 mg, 0.59 mmol), N,N-dimethyl ethanolamine (210 mg, 2.3 mmol), NaH (60% in mineral oil; 71 mg, 1.79 mmol) and NMP (2 ml) gave the title compound (30 mg, 13%) after purification by column chromatography with DCM/MeOH (98:2) elution.

Sources & evidence

ORD record
ord-839867b391d7408eb448eeb354baab50
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…