Methanol → HCID 86731025、化合物

HRID 2280211ノート

反応式

HRID 2280211 の反応式
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].C(Cl)Cl.[NH2:16][C:17]1[S:29][C:28]2[CH2:27][C@@H:26]3[C@H:21]([CH2:22][C@@H:23]([C:31]([N:33]([CH2:42][CH2:43][CH3:44])[C:34]([NH:36][CH2:37][CH2:38][N:39]([CH3:41])[CH3:40])=[O:35])=[O:32])[CH2:24][N:25]3[CH3:30])[CH2:20][C:19]=2[C:18]=1[C:45]#[N:46].[CH3:47][OH:48]>CN(C)C1C=CN=CC=1>[C:45]([C:18]1[C:19]2[CH2:20][C@@H:21]3[C@@H:26]([CH2:27][C:28]=2[S:29][C:17]=1[NH:16][C:1](=[O:2])[O:48][CH3:47])[N:25]([CH3:30])[CH2:24][C@H:23]([C:31]([N:33]([C:34](=[O:35])[NH:36][CH2:37][CH2:38][N:39]([CH3:41])[CH3:40])[CH2:42][CH2:43][CH3:44])=[O:32])[CH2:22]3)#[N:46]

参加物

6

反応物 4

HCID 887MethanolHCID 6344DichloromethaneHCID 682631,1'-Carbonyldiimidazole3 回HCID 66548529Matsupexole

生成物 1

HCID 86731025HCID 86731025、化合物

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒3 回

実験手順

To a mixture of 1,1′-carbonyldiimidazole (13 mg) and methylene chloride (1 mL) was added 4-dimethylaminopyridine (8 mg), followed by 1-{[(4aR*,6R*,8aR*)-2-amino-3-cyano-8-methyl-4H,4aH,5H,6H,7H,8H,8aH,9H-thieno[3,2-g]quinolin-6-yl]carbonyl}-3-[2-(dimethylamino)ethyl]-1-propylurea (example 1-15) (30 mg) while stirring under ice bath cooling, and the mixture was stirred at the same temperature for 1 hour. To the reaction mixture was added 1,1′-carbonyldiimidazole (13 mg), followed by 4-dimethylaminopyridine (8 mg) and warmed to room temperature and stirred for 1 hour. To the reaction mixture was added 1,1′-carbonyldiimidazole (50 mg), followed by 4-dimethylaminopyridine (32 mg) while stirring at room temperature and stirred at the same temperature for 12 hours. To the reaction mixture was added methanol (0.003 mL) while stirring at room temperature and stirred at the same temperature for 1 hour. The mixture was purified by aminopropyl silica gel column chromatography (eluent: 0%-10% methanol/methylene chloride, gradient elution) to give the title compound (18 mg). The structure was illustrated in Table 11.

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred at the same temperature for 1 hour
  3. stirringstirred for 1 hour
  4. stirringwhile stirring at room temperature
  5. stirringstirred at the same temperature for 12 hours
  6. stirringwhile stirring at room temperature
  7. stirringstirred at the same temperature for 1 hour
  8. customThe mixture was purified by aminopropyl silica gel column chromatography (eluent: 0%-10% methanol/methylene chloride, gradient elution)

出典と根拠

ORDレコード
ord-52ffe9ab81a84773819f572c3b625c08
出典データセット
uspto-grants-2015_09
特許番号
US09138434B2

反応ノート

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