Iodine → (R)-2-(6-chloro-5-iodo-1-oxoisoquinolin-2(1H)-yl)propyl acetate

HRID 418530ノート

反応式

HRID 418530 の反応式
N([O-])=O.[Na+].C[Si](C)(C)[Si](C)(C)C.[I:13]I.C(Cl)(Cl)(Cl)Cl.[C:20]([O:23][CH2:24][C@H:25]([N:27]1[CH:36]=[CH:35][C:34]2[C:29](=[CH:30][CH:31]=[C:32]([Cl:38])[C:33]=2N)[C:28]1=[O:39])[CH3:26])(=[O:22])[CH3:21].C(Cl)Cl>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[C:20]([O:23][CH2:24][C@H:25]([N:27]1[CH:36]=[CH:35][C:34]2[C:29](=[CH:30][CH:31]=[C:32]([Cl:38])[C:33]=2[I:13])[C:28]1=[O:39])[CH3:26])(=[O:22])[CH3:21]

参加物

8

反応物 6

HCID 807IodineHCID 5943Carbon TetrachlorideHCID 6344DichloromethaneHCID 74057HexamethyldisilaneHCID 23668193Sodium NitriteHCID 59515650(R)-2-(5-Amino-6-chloro-1-oxoisoquinolin-2(1H)-yl)propyl acetate

生成物 1

HCID 59845699(R)-2-(6-chloro-5-iodo-1-oxoisoquinolin-2(1H)-yl)propyl acetate

試薬・触媒・溶媒 1

HCID 66133Benzyl triethylammonium chloride触媒

実験手順

To a solution of sodium nitrite (1 g, 0.02 mol), hexamethyldisilane (3 g, 0.02 mol), iodine (5 g, 0.02 mol) and benzyltriethylammonium chloride (0.3 g, 0.001 mol) in carbon tetrachloride (100 mL, 1 mol) was added a solution of (R)-2-(5-amino-6-chloro-1-oxoisoquinolin-2(1H)-yl)propyl acetate (2.3 g, 0.0070 mol) in methylene chloride (3 mL, 0.05 mol) at 0° C. The mixture was stirred at the same temperature for 40 minutes and then warmed to room temperature overnight. The mixture was purified by flash chromatography to afford the desired product as a brown oil.

後処理

  1. customThe mixture was purified by flash chromatography

出典と根拠

ORDレコード
ord-29b42dbfbb3549c78406336b1ff3a430
出典データセット
uspto-grants-2012_01
特許番号
US08093265B2

反応ノート

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