Stannane, tributyl[5-(1,3-dioxolan-2-yl)-2-furanyl]- → (4-Benzenesulphonyl)phenyl-(6-(5-(1,3-dioxolan-2-yl)-furan-2-yl)-7-fluoro-quinazolin-4-yl)-amine

HRID 1497602Notes

Reaction equation

HRID 1497602 reaction equation
Cl.[CH:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:12]2[C:21]3[C:16](=[CH:17][C:18]([F:23])=[C:19](I)[CH:20]=3)[N:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[O:30]1[CH2:34][CH2:33][O:32][CH:31]1[C:35]1[O:39][C:38]([Sn](CCCC)(CCCC)CCCC)=[CH:37][CH:36]=1>>[CH:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:12]2[C:21]3[C:16](=[CH:17][C:18]([F:23])=[C:19]([C:38]4[O:39][C:35]([CH:31]5[O:32][CH2:33][CH2:34][O:30]5)=[CH:36][CH:37]=4)[CH:20]=3)[N:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 10960952Stannane, tributyl[5-(1,3-dioxolan-2-yl)-2-furanyl]-HCID 68594451(4-Benzenesulphonyl)phenyl-(6-iodo-7-fluoro-quinazolin-4-yl)-amine hydrochloride

Product 1

HCID 21951927(4-Benzenesulphonyl)phenyl-(6-(5-(1,3-dioxolan-2-yl)-furan-2-yl)-7-fluoro-quinazolin-4-yl)-amine

Procedure

Prepared according to Procedure B from (4-benzenesulphonyl)phenyl-(6-iodo-7-fluoro-quinazolin-4-yl)-amine hydrochloride and 5-(1,3-dioxolan-2-yl)-2-(tributylstannyl)furan. δ1H NMR (400 MHz, DMSO-d6) 10.49 (s, 1H), 8.88 (d, 1H), 8.63 (s, 1H), 8.1 (d, 2H), 7.95 (m, 4H), 7.65 (m, 4H), 6.97 (m, 1H), 6.75 (d, 1H), 6.01 (s, 1H), 4.09 (m, 2H), 3.97 (m, 2H). ESI-MS m/z 516 (M−1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d21bc5da72384481a8bb55645acbf3fb
Source dataset
uspto-grants-2015_12
Patent number
US09199973B2

Reaction notes

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