N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoimidazo[1,2-a]pyridine-2-carboxamide → N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoimidazo[1,2-a]pyridine-2-carboxamide dihydrochloride salt

HRID 2273652Notes

Reaction equation

HRID 2273652 reaction equation
[CH2:1]([N:3]([CH2:14][CH2:15][NH:16][C:17]([C:19]1[N:20]=[C:21]2[CH:26]=[CH:25][C:24]([I:27])=[CH:23][N:22]2[CH:28]=1)=[O:18])[CH2:4][CH2:5][O:6][C:7]1[C:8]([F:13])=[N:9][CH:10]=[CH:11][CH:12]=1)[CH3:2].[ClH:29].Cl.C(N(CCNC(C1C=NC2C(=CC=C(I)C=2)N=1)=O)CCOC1C(F)=NC=CC=1)C>>[ClH:29].[ClH:29].[CH2:1]([N:3]([CH2:14][CH2:15][NH:16][C:17]([C:19]1[N:20]=[C:21]2[CH:26]=[CH:25][C:24]([I:27])=[CH:23][N:22]2[CH:28]=1)=[O:18])[CH2:4][CH2:5][O:6][C:7]1[C:8]([F:13])=[N:9][CH:10]=[CH:11][CH:12]=1)[CH3:2]

Participants

3

Reactant 2

HCID 52952165N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoimidazo[1,2-a]pyridine-2-carboxamideHCID 52952259n-[2-[n-Ethyl-n-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide dihydrochloride salt

Product 1

HCID 52952373N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoimidazo[1,2-a]pyridine-2-carboxamide dihydrochloride saltYield 91%

Procedure

This compound was prepared, starting from compound 76 (0.15 g, 0.30 mmol), according to the procedure developed for compound 11. Reaction time at room temperature: 12 h to give compound 77 (157 mg, 0.28 mmol) as a very hygroscopic beige solid. Yield 91%; mp 143-145° C.; IR (KBr) ν 1291, 1456, 1559, 1675, 2500-3600 cm−1; ESI-MS m/z 497.9 [M+H]+.

Workup

  1. customThis compound was prepared
  2. customReaction time at room temperature

Sources & evidence

ORD record
ord-e3269fcbd1d8493fae8917cfa7d9bde3
Source dataset
uspto-grants-2015_09
Patent number
US09125937B2

Reaction notes

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