1-Azetidinesulfonamide → HCID 67051280, compound

HRID 1024898Notes

Reaction equation

[N:1]1([S:5]([NH2:8])(=[O:7])=[O:6])[CH2:4][CH2:3][CH2:2]1.Cl[C:10]1[N:15]=[C:14]([S:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=2[F:25])[N:13]=[C:12]([O:26][C@@H:27]2[CH2:31][O:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28]2)[CH:11]=1>>[N:1]1([S:5]([NH:8][C:10]2[N:15]=[C:14]([S:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=3[F:25])[N:13]=[C:12]([O:26][C@@H:27]3[CH2:31][O:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28]3)[CH:11]=2)(=[O:7])=[O:6])[CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 450805661-Azetidinesulfonamide

HCID 86619878HCID 86619878, compound2×

Product 1

HCID 67051280HCID 67051280, compound

Procedure

The subtitle compound was prepared from azetidine-1-sulfonamide (prepared according to patent WO 2004/011443, 0.22 g) and 1,1-Dimethylethyl (S)-4-[6-chloro-2-[[(2,3-difluorophenyl)methyl]thio]pyrimidin-4-yloxy]-isoxazolidine-2-carboxylate (the product of step i) (0.13 g) according to the procedure outlined in Example 1, step iv). The crude material was purified by column chromatography using EtOAc/isohexane (2:8) as eluent. Yield: 0.14 g

Workup

customThe crude material was purified by column chromatography

Sources & evidence

ORD record: ord-5e245a6fe9864de89ba61fdafb6f35a0
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722883B2

Reaction notes

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