HCID 15121566, compound → HCID 178516864, compound

HRID 1525131Notes

Reaction equation

[O:1]=[C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]3[O:11][CH2:12][C:13](=[O:17])[NH:14][C:15]=3[N:16]=2)[CH2:5][C@H:4]([CH2:18][N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[O:3]1.Cl[C:26]1[N:35]=[C:34]2[C:29]([C:30](=[O:43])[C:31]3[C:41](=[O:42])[NH:40][S:39][C:32]=3[N:33]2[CH:36]2[CH2:38][CH2:37]2)=[CH:28][C:27]=1[F:44]>>[CH:36]1([N:33]2[C:34]3[C:29](=[CH:28][C:27]([F:44])=[C:26]([N:22]4[CH2:23][CH2:24][N:19]([CH2:18][C@@H:4]5[O:3][C:2](=[O:1])[N:6]([C:7]6[CH:8]=[CH:9][C:10]7[O:11][CH2:12][C:13](=[O:17])[NH:14][C:15]=7[N:16]=6)[CH2:5]5)[CH2:20][CH2:21]4)[N:35]=3)[C:30](=[O:43])[C:31]3[C:41]([OH:42])=[N:40][S:39][C:32]2=3)[CH2:38][CH2:37]1

Participants

Reactant 2

HCID 15121566HCID 15121566, compound

HCID 89561425HCID 89561425, compound2×

Product 1

HCID 178516864HCID 178516864, compoundYield 49%

Procedure

In analogy to Example 2, starting from 6-((S)-2-oxo-5-piperazin-1-ylmethyl-oxazolidin-3-yl)-4H-pyrido[3,2-b][1,4]oxazin-3-one (intermediate 19.1; 133 mg) and 7-chloro-9-cyclopropyl-6-fluoro-isothiazolo[5,4-b][1,8]naphthyridine-3,4(2H,9H)-dione (93 mg; prepared according to Chu et al., J. Heterocycl. Chem. (1990), 27(5), 1191-1195), the title compound was obtained as a beige solid (90 mg; 49% yield).

Sources & evidence

ORD record: ord-0700e36794584d73a8043f955636f349
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09079922B2

Reaction notes

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