Ethanolamine → HCID 67348297, compound

HRID 1969493Notes

Reaction equation

HRID 1969493 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[S:14][CH:13]=[N:12][CH:11]=2)[C:5]([C:15]#[N:16])=[C:4]([S:17][CH2:18][C:19]2[N:20]=[C:21]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[S:22][CH:23]=2)[N:3]=1.[NH2:31][CH2:32][CH2:33][OH:34]>C1COCC1>[Cl:30][C:27]1[CH:26]=[CH:25][C:24]([C:21]2[S:22][CH:23]=[C:19]([CH2:18][S:17][C:4]3[C:5]([C:15]#[N:16])=[C:6]([C:10]4[S:14][CH:13]=[N:12][CH:11]=4)[C:7]([C:8]#[N:9])=[C:2]([NH:31][CH2:32][CH2:33][OH:34])[N:3]=3)[N:20]=2)=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 866542122-Chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile

Product 1

HCID 67348297HCID 67348297, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

100 mg (purity 91%, 0.186 mmol) of 2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile were initially charged in 5 ml of THF, 0.023 ml (0.373 mmol) of 2-aminoethanol was added and the mixture was stirred at room temperature for 30 min. The product was then isolated by preparative HPLC. This gave 64 mg (67% of theory) of the target compound.

Workup

  1. customThe product was then isolated by preparative HPLC

Sources & evidence

ORD record
ord-e7856fb25cd74df6bc42fbc2ed696621
Source dataset
uspto-grants-2013_04
Patent number
US08426602B2

Reaction notes

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