Ethylamine hydrochloride → HCID 46941065, compound

HRID 1959954Notes

Reaction equation

C[N:2]1[C:11]2[C:6](=[CH:7][N:8]=[CH:9][C:10]=2[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][O:21][CH:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)=[CH:14][CH:13]=2)[CH:5]=[CH:4][CH:3]1[C:28](O)=[O:29].Cl.[CH2:32]([NH2:34])[CH3:33]>>[CH2:32]([NH:34][C:28]([C:3]1[CH:4]=[CH:5][C:6]2[C:11](=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][O:21][CH:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)=[CH:14][CH:13]=3)[CH:9]=[N:8][CH:7]=2)[N:2]=1)=[O:29])[CH3:33]

Participants

Reactant 2

HCID 11198Ethylamine hydrochloride

HCID 66730410HCID 66730410, compound

Product 1

HCID 46941065HCID 46941065, compoundYield 31.2%

Procedure

Using N-methyl-8-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}-1,6-naphthyridine-2-carboxylic acid (300 mg, 0.76 mmol) produced in the synthetic process in Example 9 (9a) and ethylamine hydrochloride (616 mg, 7.61 mmol), the desired title compound (100 mg, yield 31%) was obtained by the same method as in Example 10.

Sources & evidence

ORD record: ord-c5c558a1a5f240549f5d8939b547f6c6
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08410273B2

Reaction notes

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