Triethylamine → 4-(Benzoylamino)-N-[2-(N,N-dimethylamino)methyl-6-tetralinyl]benzamide

HRID 1242931ノート

反応式

HRID 1242931 の反応式
Cl.[NH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([CH2:13][N:14]([CH3:16])[CH3:15])[CH2:7][CH2:6]2.[C:17]([NH:25][C:26]1[CH:34]=[CH:33][C:29]([C:30](O)=[O:31])=[CH:28][CH:27]=1)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.C(OCC)(=O)C.C1COCC1.O.CN(C=O)C>[C:17]([NH:25][C:26]1[CH:27]=[CH:28][C:29]([C:30]([NH:2][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[CH2:9][CH:8]([CH2:13][N:14]([CH3:16])[CH3:15])[CH2:7][CH2:6]3)=[O:31])=[CH:33][CH:34]=1)(=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

9

反応物 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 2525974-(Benzoylamino)benzoic acidHCID 219397736-Amino-2-(N,N-dimethylamino)methyltetralin hydrochloride

生成物 1

HCID 219397304-(Benzoylamino)-N-[2-(N,N-dimethylamino)methyl-6-tetralinyl]benzamide収率 84.4%

試薬・触媒・溶媒 4

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 21939870Tetrahydrofuran ethyl acetate溶媒

実験手順

6-Amino-2-(N,N-dimethylamino)methyltetralin hydrochloride (139 mg), 4-benzoylaminobenzoic acid (121 mg), WSCD (0.13 ml), HOBt (92 mg), triethylamine (0.14 ml) and DMAP (61 mg) were added to DMF (4 ml). After the reaction mixture was shaken at room temperature for 20 hours using a shaker, the reaction mixture was poured into water, and extraction was conducted using ethyl acetate-THF (1:1). The organic layer was washed with water, saturated sodium bicarbonate solution and saturated aqueous sodium chloride solution, dried, and then concentrated. The resulting crude crystal was washed with hexane, to give the titled compound (181 mg).

後処理

  1. washThe organic layer was washed with water, saturated sodium bicarbonate solution and saturated aqueous sodium chloride solution
  2. customdried
  3. concentrationconcentrated
  4. washThe resulting crude crystal was washed with hexane

出典と根拠

ORDレコード
ord-86da2f95597a466a86901b039b379cdf
出典データセット
uspto-grants-2006_10
特許番号
US07115750B1

反応ノート

読み込み中…