Acetic Anhydride → HCID 59655395、化合物

HRID 2053631

反応式

HRID 2053631 の反応式
Cl.[F:2][C:3]1[CH:27]=[CH:26][C:6]([CH2:7][S:8][C:9]2[NH:10][C@H:11]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C@H:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:13]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:35](OC(=O)C)(=[O:37])[CH3:36]>CN(C)C1C=CN=CC=1.ClCCl>[F:2][C:3]1[CH:27]=[CH:26][C:6]([CH2:7][S:8][C:9]2[N:13]([C:35](=[O:37])[CH3:36])[C@H:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C@H:11]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:10]=2)=[CH:5][CH:4]=1

参加物

6

反応物 3

HCID 7918Acetic Anhydride2 回HCID 8471TriethylamineHCID 685688872-[(4-Fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

生成物 1

HCID 59655395HCID 59655395、化合物収率 73.2%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 2-[(4-fluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole hydrochloride (197) (0.50 g, 1.25 mmol), triethylamine (0.384 mL, 2.75 mmol), 4-dimethylaminopyridine (20 mg) in dichloromethane (20 mL) is added acetic anhydride (0.130 mL, 1.38 mmol), and the mixture is stirred at rt for 3 h. Additional acetic anhydride (0.100 mL, 1.06 mmol) is added, and the mixture is stirred at rt overnight. The reaction mixture is diluted with dichloromethane and washed with water, brine, and the organic layer is dried (MgSO4), filtered, and evaporated. The residue is recrystallized from heptane: dichloromethane (95:5) to give 0.37 g of the product 549. 1H NMR (CDCl3) δ 7.60-7.40 (m, 2H), 7.10-6.90 (m, 8H), 6.90-6.75 (m, 2H), 6.75-6.65 (m, 2H), 5.65 (d, 1H), 5.43 (d, 1H), 4.33 (q, 2H), 1.91 (s, 3H). MS: m/z 405 (M++1).

後処理

  1. stirringthe mixture is stirred at rt overnight
  2. washwashed with water, brine
  3. dry with materialthe organic layer is dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue is recrystallized from heptane: dichloromethane (95:5)

出典と根拠

ORDレコード
ord-11fcdcf419de45a1bf9f8f6ad886771b
出典データセット
uspto-grants-2008_02
特許番号
US07326792B2

関連ノート

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