2-(Methylamino)ethanol → HCID 67349839, compound

HRID 1969496Notes

Reaction equation

[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[S:14][C:13](I)=[N:12][CH:11]=2)[C:5]([C:16]#[N:17])=[C:4]([S:18][CH2:19][C:20]2[N:21]=[C:22]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)[S:23][CH:24]=2)[N:3]=1.[CH3:32][NH:33][CH2:34][CH2:35][OH:36]>CC(C)=O>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[S:14][C:13]([N:33]([CH2:34][CH2:35][OH:36])[CH3:32])=[N:12][CH:11]=2)[C:5]([C:16]#[N:17])=[C:4]([S:18][CH2:19][C:20]2[N:21]=[C:22]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)[S:23][CH:24]=2)[N:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

130 mg (0.219 mmol) of 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(2-iodo-1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile were initially charged in 2.5 ml of acetone, 0.885 ml (10.963 mmol) of 2-(methylamino)ethanol was added and the mixture was stirred at 80° C. overnight. The reaction mixture was concentrated and the product was isolated by preparative HPLC. This gave 74 mg (63% of theory) of the target compound.

Workup

concentrationThe reaction mixture was concentrated
customthe product was isolated by preparative HPLC

Sources & evidence

ORD record: ord-d9d44d24400b4e1aa21b00a29bc4eeaf
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08426602B2

Reaction notes

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