Ethanolamine → HCID 67215887, compound

HRID 2092264Notes

Reaction equation

HRID 2092264 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][OH:19])=[C:12]([F:20])[CH:11]=2)[C:5]([C:21]#[N:22])=[C:4]([S:23][CH2:24][C:25]2[N:26]=[C:27]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)[O:28][CH:29]=2)[N:3]=1.[NH2:37][CH2:38][CH2:39][OH:40]>C1COCC1>[Cl:36][C:33]1[CH:32]=[CH:31][C:30]([C:27]2[O:28][CH:29]=[C:25]([CH2:24][S:23][C:4]3[C:5]([C:21]#[N:22])=[C:6]([C:10]4[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][OH:19])=[C:12]([F:20])[CH:11]=4)[C:7]([C:8]#[N:9])=[C:2]([NH:37][CH2:38][CH2:39][OH:40])[N:3]=3)[N:26]=2)=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 86653846HCID 86653846, compound

Product 1

HCID 67215887HCID 67215887, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

25 mg (0.046 mmol) of 2-chloro-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}sulfanyl)-4-[3-fluoro-4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile (Example 125A) are initially charged in 1 ml of THF, 6 μl of 2-aminoethanol are added and the mixture is stirred at room temperature for 30 minutes. The reaction mixture is then purified directly by preparative HPLC (mobile phase gradient: acetonitrile/water 10:90→95:5). This gives 24 mg (94% of theory) of the target compound.

Workup

  1. customThe reaction mixture is then purified directly by preparative HPLC (mobile phase gradient: acetonitrile/water 10:90→95:5)

Sources & evidence

ORD record
ord-c7e1ed0e27a1450f834a31d06a743110
Source dataset
uspto-grants-2013_05
Patent number
US08440700B2

Reaction notes

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