Isopropylamine → HCID 42641986、化合物

HRID 909161ノート

反応式

HRID 909161 の反応式
CS(OS(C)(=O)=O)(=O)=O.[C:10]([C:14]1[CH:15]=[C:16]([NH:20][C:21]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[NH:31][C:32]2[CH:33]=[C:34]3[C:38](=[CH:39][CH:40]=2)[N:37]([CH2:41][CH2:42][CH2:43]O)[N:36]=[CH:35]3)=O)[N:17]([CH3:19])[N:18]=1)([CH3:13])([CH3:12])[CH3:11].[CH:45]([N:48](C(C)C)CC)([CH3:47])[CH3:46].C(N)(C)C.CC#N.[OH2:61]>>[C:10]([C:14]1[CH:15]=[C:16]([NH:20][C:21]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[NH:31][C:32]2[CH:33]=[C:34]3[C:38](=[CH:39][CH:40]=2)[N:37]([CH2:41][CH2:42][CH2:43][NH:48][CH:45]([CH3:47])[CH3:46])[N:36]=[CH:35]3)=[O:61])[N:17]([CH3:19])[N:18]=1)([CH3:13])([CH3:12])[CH3:11]

参加物

6

反応物 5

HCID 6363IsopropylamineHCID 81531DiisopropylethylamineHCID 81560Methanesulfonic anhydrideHCID 18373917Acetonitrile--water (1/1)HCID 67409607HCID 67409607、化合物

生成物 1

HCID 42641986HCID 42641986、化合物収率 20%

実験手順

Methanesulfonic anhydride (18 mg, 0.11 mmol) was added to a solution of alcohol (7s) (36 mg, 0.076 mmol) and diisopropylethylamine (29 mg, 0.23 mmol) at room temperature. The solution was stirred for 1 hour. Isopropylamine (0.13 mL, 1.50 mmol) was added and the reaction was stirred at room temperature for 60 hours. The volatiles were removed in vacuo. The crude product was purified on silica gel with 5% MeOH/CH2Cl2 containing 1% Et3N and then on C18 silica with CH3CN/H2O to afford the desired compound (8s-2) (8 mg, 20% yield).

後処理

  1. stirringthe reaction was stirred at room temperature for 60 hours
  2. customThe volatiles were removed in vacuo
  3. customThe crude product was purified on silica gel with 5% MeOH/CH2Cl2 containing 1% Et3N

出典と根拠

ORDレコード
ord-3bae76406ae0444c8a9c5a648e04ced3
出典データセット
uspto-grants-2011_09
特許番号
US08017641B2

反応ノート

読み込み中…