Iodoethanol → HCID 24951856, compound

HRID 1879202Notes

Reaction equation

HRID 1879202 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[NH:17][N:18]=[CH:19][CH:20]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1.I[CH2:23][CH2:24][OH:25]>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[CH:20]=[CH:19][N:18]([CH2:23][CH2:24][OH:25])[N:17]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1

Participants

3

Reactant 2

HCID 12225IodoethanolHCID 866455594-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide

Product 1

HCID 24951856HCID 24951856, compound

Procedure

The title compound was prepared from 4-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide and 2-iodo-ethanol as described in Example 49 and isolated as a yellow oil (0.11 g, 55% yield). 1H NMR (400 MHz, CDCl3) δ 8.59 (s, 1H), 8.54 (d, J=3 Hz, 1H), 7.71 (d, J=4 Hz, 1H), 7.50 (d, J=2 Hz, 1H), 7.27-7.31 (m, 1H), 6.82 (d, J=2 Hz, 1H), 6.24-6.28 (bm, 1H), 4.62 (d, J=8 Hz, 2H), 4.29 (t, J=4 Hz, 2H), 4.04 (t, J=4 Hz, 2H), 2.89-2.95 (bm, 1H), 2.74 (s, 3H); MS (M+H)+=344.1; Rt=0.85 min; HRMS (M+H)+=344.12.

Sources & evidence

ORD record
ord-0d73d799655f4306b9ab3b6c2162a912
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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