N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoline-2-carboxamide → N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoline-2-carboxamide dihydrochloride salt

HRID 2273646Notes

Reaction equation

HRID 2273646 reaction equation
[CH2:1]([N:3]([CH2:14][CH2:15][NH:16][C:17]([C:19]1[CH:28]=[CH:27][C:26]2[C:21](=[CH:22][CH:23]=[C:24]([I:29])[CH:25]=2)[N:20]=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:30].Cl.C(N(CCNC(C1C=NC2C(=CC=C(I)C=2)N=1)=O)CCOC1C(F)=NC=CC=1)C>>[ClH:30].[ClH:30].[CH2:1]([N:3]([CH2:14][CH2:15][NH:16][C:17]([C:19]1[CH:28]=[CH:27][C:26]2[C:21](=[CH:22][CH:23]=[C:24]([I:29])[CH:25]=2)[N:20]=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 52952162N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoline-2-carboxamideHCID 52952259n-[2-[n-Ethyl-n-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide dihydrochloride salt

Product 1

HCID 52952370N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoline-2-carboxamide dihydrochloride saltYield 81%

Procedure

This compound was prepared, starting from compound 67 (0.20 g, 0.39 mmol), according to the procedure developed for compound 11. Reaction time at room temperature: 12 h to give compound 68 (184 mg, 0.32 mmol) as a very hygroscopic beige solid. Yield 81%; mp 99-101° C. (dec.); IR (KBr) ν 1255, 1385, 1465, 1559, 1645, 2500-3500 cm−1.

Workup

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

Sources & evidence

ORD record
ord-89bdf20e494641f4ae8db7e62b7dd627
Source dataset
uspto-grants-2015_09
Patent number
US09125937B2

Reaction notes

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