반응 #6928

반응 방정식

(4-benzyloxy-phenyl)-(6-bromoquinazolin-4-yl)-amine

5-(1,3-dioxolan-2-yl)-2-(tributylstannyl)-furan

→

product

수율 62.1%

(4-Benzyloxyphenyl)-(6-(5-(1,3-dioxolan-2-yl)-furan-2-yl)-quinazolin-4-yl)-amine

수율 62.1%

용매

dioxan

반응 조건

후처리

1. 1
   기타Prepared
2. 2
   온도heated
3. 3
   온도at reflux under nitrogen for 6 hr
4. 4
   기타The solvent was removed from the cooled reaction under vacuum
5. 5
   기타the residual oil was triturated with iso-hexane/ethyl acetate

실험 절차

Prepared according to Procedure B from (4-benzyloxy-phenyl)-(6-bromoquinazolin-4-yl)-amine (1.5 g, 3.7 mmol) and 5-(1,3-dioxolan-2-yl)-2-(tributylstannyl)-furan (1.9 g, 4.42 mmol) dissolved in dioxan (30 ml) and heated at reflux under nitrogen for 6 hr. The solvent was removed from the cooled reaction under vacuum, and the residual oil was triturated with iso-hexane/ethyl acetate to give the product (1.07 g, 62%) as a pale yellow solid; δH [2H6]-DMSO 9.96 (1H, b, NH), 8.80 (1H, s, 5-H), 8.51 (1H, s, 2-H), 8.18 (1H, d, 7-H), 7.80 (1H, d, 8-H), 7.70 (2H, d, 2′-H, 6′-H), 7.58–7.30 (5H, m, 5×Ph-H), 7.10 (3H, m, 3′-H, 5′-H, furan 3-H), 6.78 (1H, d, furan 4-H), 6.12 (1H, s, CHO2), 5.18 (2H, s, PhCH2), 4.22–3.94 (4H, m, 2×CH2); m/z 466 (M+1)+.

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