Tributyltin azide → HCID 66577851, compound

HRID 1183509Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[NH:27][C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([C:34]#[N:35])[N:29]=4)=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].[N:36]([Sn](CCCC)(CCCC)CCCC)=[N+:37]=[N-:38]>C1C(Cl)=CC=C(Cl)C=1>[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[NH:27][C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([C:34]5[N:36]=[N:37][NH:38][N:35]=5)[N:29]=4)=[CH:17][CH:16]=3)=[CH:13][CH:14]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

Conditions

Temperature: 110 °C

Procedure

1-{4′-[4-(6-Cyano-pyridin-2-ylamino)-3-methyl-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester (0.046 g, 0.1 mmol) and azidotributyltin(IV) (0.0996 g, 0.3 mmol) were dissolved in dichlorobenzene (1 mL) and heated to 110° C. for 14 hours. After cooling the reaction mixture was directly purified by silica gel chromatography to afford the title compound.

Workup

temperatureAfter cooling the reaction mixture
customwas directly purified by silica gel chromatography

Sources & evidence

ORD record: ord-fadcd1fdc3c04fe08a8e9248bd66ee50
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08664220B2

Reaction notes

Loading…