Isopropanol → 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(2-methoxy-3-carbonylmethoxy-2-E-propen-1-yl)amino-2H-1-benzopyran

HRID 1460834

反応式

HRID 1460834 の反応式
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[C@@H:9]([OH:14])[C@H:8]([NH2:15])[C:7]=2[CH:16]=1)#[N:2].ClC/[C:19](/[O:25][CH3:26])=[CH:20]\[C:21](OC)=O.[C:27](=[O:30])([O-])[O-].[K+].[K+].[I-].[Na+].[CH:35]([OH:38])(C)C>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[C@@H:9]([OH:14])[C@H:8]([NH:15]/[CH:21]=[C:20](/[O:30][CH3:27])\[CH2:19][O:25][CH:26]=[C:35]=[O:38])[C:7]=2[CH:16]=1)#[N:2]

参加物

6

反応物 5

HCID 3776IsopropanolHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 6364655Methyl (E)-4-Chloro-3-methoxy-2-butenoateHCID 10943936(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile

生成物 1

HCID 867446436-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(2-methoxy-3-carbonylmethoxy-2-E-propen-1-yl)amino-2H-1-benzopyran

実験手順

A mixture of 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-amino-2H-1-benzopyran (4.7 g), 4-chloro-3-methoxy-2-E-butenoic acid, methyl ester (3.55 g), potassium carbonate (5.95 g) and sodium iodide (3.2 g) was refluxed for 3 hours in isopropanol. After cooling the mixture was filtered and solvent removed from the filtrate under reduced pressure, to give 1.1 g of 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(2-methoxy-3-carbonylmethoxy-2-E-propen-1-yl)amino-2H-1-benzopyran, a compound of formula (6). The compound was used in the next reaction (Example 3) with no further purification.

後処理

  1. temperatureAfter cooling the mixture
  2. filtrationwas filtered
  3. customsolvent removed from the filtrate under reduced pressure

出典と根拠

ORDレコード
ord-b625efb7d2a8409a8eaffb5048c2787c
出典データセット
uspto-grants-1991_12
特許番号
US05072006

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