4-Chlorophenyl chloroformate → 4-Chlorophenyl 3-((1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)methyl)pyrrolidine-1-carboxylate

HRID 1518431ノート

反応式

HRID 1518431 の反応式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:16]=[CH:15][C:14]([O:17][CH:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27](C)([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]3)=[CH:13][C:12]2=[O:31])=[CH:7][CH:6]=1)(=[O:4])=[O:3].ClC(OC1C=[CH:40][C:39]([Cl:42])=[CH:38]C=1)=O.ClC(OC(C)C(F)(F)F)=O>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH:23]3[CH2:19][CH2:20][N:21]([C:24]([O:26][C:27]4[CH:28]=[CH:40][C:39]([Cl:42])=[CH:38][CH:29]=4)=[O:25])[CH2:22]3)=[CH:13][C:12]2=[O:31])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

参加物

4

反応物 3

HCID 1390594-Chlorophenyl chloroformateHCID 25204174Tert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylateHCID 582703481,1,1-Trifluoropropan-2-yl carbonochloridate

生成物 1

HCID 252043824-Chlorophenyl 3-((1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)methyl)pyrrolidine-1-carboxylate

実験手順

Example 18 was prepared according to procedures described in Example 2, Step A and Step C, substituting tert-butyl 3-((1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)methyl)pyrrolidine-1-carboxylate for tert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate in Step A and 4-chlorophenyl chloroformate for 1,1,1-trifluoropropan-2-yl chloroformate in Step C. 1H NMR (500 MHz, CDCl3) δ 8.07 (d, J=8.25 Hz, 2 H), 7.61 (d, J=8.25 Hz, 2 H), 7.32 (d, J=8.80 Hz, 2 H), 7.25 (dd, J=7.70, 3.30 Hz, 1 H), 7.09 (d, J=8.80 Hz, 2 H), 6.06-6.12 (m, 1 H), 5.98-6.03 (m, 1 H), 3.92-4.09 (m, 2 H), 3.49-3.92 (m, 3 H), 3.34-3.48 (m, 1 H), 3.09 (s, 3 H), 2.73-2.89 (m, 1 H), 2.12-2.29 (m, 1 H), 1.79-1.97 (m, 1 H). MS (ESI) 503 (M+H).

後処理

  1. customExample 18 was prepared

出典と根拠

ORDレコード
ord-fe387f97ae494b50abe3460f55650b31
出典データセット
uspto-grants-2012_07
特許番号
US08232404B2

反応ノート

読み込み中…