Ethylamine → HCID 59568505, compound

HRID 1923529Notes

Reaction equation

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

Participants

Reactant 2

HCID 6341Ethylamine

HCID 66643777HCID 66643777, compound

Product 1

HCID 59568505HCID 59568505, compoundYield 64%

Procedure

As described for example 31b, 2-{2-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-ethyl}-4-methyl-thiazole-5-carboxylic acid (69 mg, 0.20 mmol) was converted, using ethylamine (2M solution in THF) instead of 4-aminotetrahydropyran, to the title compound (48 mg, 64%) which was obtained as an off white solid. MS: m/e=375.2 [M+H]+.

Sources & evidence

ORD record: ord-05808369b25940209d7d29edb1359ad3
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178522B2

Reaction notes

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