Acetic Acid → benzyl {2-(4-bromophenyl)-1-[5-(2,2-dimethylbutyl)-1-methyl-1H-imidazol-2-yl]ethyl}carbamate

HRID 1881472ノート

反応式

HRID 1881472 の反応式
[CH3:1][NH2:2].C(O)(=O)C.[Br:7][C:8]1[CH:38]=[CH:37][C:11]([CH2:12][CH:13]([NH:26][C:27](=[O:36])[O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:14]([NH:16][CH2:17][C:18](=O)[CH2:19][C:20]([CH3:24])([CH3:23])[CH2:21][CH3:22])=O)=[CH:10][CH:9]=1>C1(C)C(C)=CC=CC=1>[Br:7][C:8]1[CH:38]=[CH:37][C:11]([CH2:12][CH:13]([NH:26][C:27](=[O:36])[O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:14]2[N:2]([CH3:1])[C:18]([CH2:19][C:20]([CH3:24])([CH3:23])[CH2:21][CH3:22])=[CH:17][N:16]=2)=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 6329MethylamineHCID 86637796Benzyl {1-(4-bromobenzyl)-2-[(4,4-dimethyl-2-oxohexyl)amino]-2-oxoethyl}carbamate

生成物 1

HCID 86637800benzyl {2-(4-bromophenyl)-1-[5-(2,2-dimethylbutyl)-1-methyl-1H-imidazol-2-yl]ethyl}carbamate

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

反応条件

温度
150 °C

実験手順

Methylamine (2 M in tetrahydrofuran) (1.2 mL, 24 mmol) followed by acetic acid (1.2 mL) were added to an ambient temperature solution of benzyl {1-(4-bromobenzyl)-2-[(4,4-dimethyl-2-oxohexyl)amino]-2-oxoethyl}carbamate (for synthesis see Example 37) (600 mg, 1.2 mmol) in xylene (10 mL). After stirring at 150° C. for 2 h, the reaction mixture was concentrated in vacuo. High pressure liquid chromatography (KR100-5C18 100×21.2 mm column) eluting with 10-100% acetonitrile/water containing 0.05% trifluoroacetic acid afforded benzyl {2-(4-bromophenyl)-1-[5-(2,2-dimethylbutyl)-1-methyl-1H-imidazol-2-yl]ethyl}carbamate.

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. washHigh pressure liquid chromatography (KR100-5C18 100×21.2 mm column) eluting with 10-100% acetonitrile/water containing 0.05% trifluoroacetic acid

出典と根拠

ORDレコード
ord-e97955862a91461086f65d7e0e004a75
出典データセット
uspto-grants-2012_11
特許番号
US08318767B2

反応ノート

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