Water → HCID 57892436、化合物

HRID 1821096ノート

反応式

HRID 1821096 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[C:11]2[C:16]([N:17]=[C:18]3[C:23]=1[CH2:22][CH2:21][CH2:20][CH2:19]3)=[CH:15][C:14]([Cl:24])=[CH:13][CH:12]=2.[CH2:25]([O:32][C:33]1[CH:42]=[CH:41][C:40]2[C@@H:39]([NH2:43])[CH2:38][CH2:37][CH2:36][C:35]=2[N:34]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O>CN(C)C=O>[CH2:25]([O:32][C:33]1[CH:42]=[CH:41][C:40]2[C@H:39]([NH:43][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]3[C:11]4[C:16]([N:17]=[C:18]5[C:23]=3[CH2:22][CH2:21][CH2:20][CH2:19]5)=[CH:15][C:14]([Cl:24])=[CH:13][CH:12]=4)[CH2:38][CH2:37][CH2:36][C:35]=2[N:34]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

参加物

5

反応物 3

HCID 962WaterHCID 9943023(S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amineHCID 11223585HCID 11223585、化合物

生成物 1

HCID 57892436HCID 57892436、化合物収率 33%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of (7-bromo-heptyl)-(6-chloro-1,2,3,4-tetrahydro-acridin-9-yl)-amine (180 mg, 0.43 mmoL) and (S)-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine (108 mg, 0.43 mmoL) in dried N,N-dimethylformamide (2.1 ml) was heated up to 120 degree Celsius under nitrogen for 5 h. After cooling to room temperature, the reaction mixture was poured into icy water. The mixture was extracted with ethyl acetate. The combined ethyl acetate was dried, filtered and concentrated. The resulting crude product was purified by column chromatography on silica gel using hexane/ethyl acetate/triethyl amine (8/2/1) to give the desired product (80 mg, 0.14 mmoL) in 33% yield.

後処理

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe combined ethyl acetate was dried
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe resulting crude product was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-2f5a716b1f4043868d8653f82d4b53df
出典データセット
uspto-grants-2009_10
特許番号
US07605265B2

反応ノート

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