2-(Oxan-2-yloxy)ethan-1-ol → HCID 178522478, compound

HRID 2098247Notes

Reaction equation

HRID 2098247 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:29]=[CH:28][C:11]3[NH:12][C:13]([NH:15][C:16]([C:18]4[N:19]=[C:20]5[CH:25]=[CH:24][C:23](Cl)=[N:22][N:21]5[CH:27]=4)=[O:17])=[N:14][C:10]=3[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.O1CCCCC1[O:36][CH2:37][CH2:38][OH:39]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:29]=[CH:28][C:11]3[NH:12][C:13]([NH:15][C:16]([C:18]4[N:19]=[C:20]5[CH:25]=[CH:24][C:23]([O:36][CH2:37][CH2:38][OH:39])=[N:22][N:21]5[CH:27]=4)=[O:17])=[N:14][C:10]=3[CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 41668332-(Oxan-2-yloxy)ethan-1-olHCID 178522477HCID 178522477, compound

Product 1

HCID 178522478HCID 178522478, compound

Procedure

6-(2-Hydroxy-ethoxy)-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-phenyl)-1H-benzoimidazol-2-yl]-amide (41 mg) was prepared from 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-chloro-phenyl)-1H-benzoimidazol-2-yl]-amide (80 mg) and 2-(tetrahydro-pyran-2-yloxy)-ethanol as described in Example 122. LCMS (m/z): 449.7. 1H NMR (400 MHz, DMSO-d6): δ 12.38 and 11.4 (1H, s) 8.84 (1H, s) 8.15 (1H, d) 7.78 1H, s) 7.71 (1 h, s) 7.56-7.66 (2H, m) 7.45-7.51 (2H, m) 7.39 (1H, d) 7.07 (1H, d) 4.98 (1H, t) 4.38 (2H, t) 3.79 (2H, q).

Workup

  1. custom7.71 (1 h, s) 7.56-7.66 (2H, m) 7.45-7.51 (2H, m) 7.39 (1H, d) 7.07 (1H, d) 4.98 (1H, t) 4.38 (2H, t) 3.79 (2H, q)

Sources & evidence

ORD record
ord-c105b99f141d45ec94c1ed5bce4b16ed
Source dataset
uspto-grants-2013_05
Patent number
US08450354B2

Reaction notes

Loading…