Thiomorpholine 1,1-dioxide → HCID 46929241, compound

HRID 1514745Notes

Reaction equation

HRID 1514745 reaction equation
[CH2:1]([C:5]1[C:9]([CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=O)=[CH:14][N:13]=2)=[C:8]([CH2:21][OH:22])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[NH:23]1[CH2:28][CH2:27][S:26](=[O:30])(=[O:29])[CH2:25][CH2:24]1>>[CH2:1]([C:5]1[C:9]([CH2:10][O:11][C:12]2[N:13]=[CH:14][C:15]([C:16]([N:23]3[CH2:28][CH2:27][S:26](=[O:30])(=[O:29])[CH2:25][CH2:24]3)=[O:18])=[CH:19][CH:20]=2)=[C:8]([CH2:21][OH:22])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 6484228Thiomorpholine 1,1-dioxideHCID 66718228HCID 66718228, compound

Product 1

HCID 46929241HCID 46929241, compoundYield 63%

Procedure

As described in example 52g, 6-[3-butyl-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid (45 mg, 0.15 mmol) was converted, using thiomorpholine-1,1-dioxide instead of cyclobutylamine, to the title compound (39 mg, 63%) which was obtained as a light yellow oil. MS: m/e=424.2 [M+H]+.

Sources & evidence

ORD record
ord-d21997f54c2b45f5831baaffbe30d249
Source dataset
uspto-grants-2012_07
Patent number
US08222246B2

Reaction notes

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