4-(Piperidin-1-ylmethyl)aniline → HCID 178484413、化合物

HRID 2236606

反応式

HRID 2236606 の反応式
[CH3:1][N:2]([CH3:20])[C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[NH:10][C:9](=[O:16])[C:8]2=[CH:17]OC)=[O:4].[N:21]1([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>CN(C)C=O>[CH3:20][N:2]([CH3:1])[C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[NH:10][C:9](=[O:16])/[C:8]/2=[CH:17]\[NH:34][C:31]1[CH:30]=[CH:29][C:28]([CH2:27][N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:33][CH:32]=1)=[O:4]

参加物

4

反応物 2

HCID 8461504-(Piperidin-1-ylmethyl)anilineHCID 686999914-Methoxymethylene-1,3-dioxo-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid dimethylamide

生成物 1

HCID 178484413HCID 178484413、化合物収率 74.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Prepared from a solution of 70 mg (0.255 mmol) of 4-methoxymethylene-1,3-dioxo-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid dimethylamide and 48.5 mg (0.255 mmol) of 4-piperidin-1-ylmethyl-phenylamine in 1.6 mL of N,N-dimethylformamide (DMF) at 110° C. under N2 as described for example 21. After heating for 0.25 h, the reaction is chilled in ice. The solid product is collected, washed with N,N-dimethylformamide (DMF) and Et2O and dried to give 82.4 mg (74%) of bright yellow crystals: mp 266-267° C. (dec); 1H NMR (DMSO-d6) δ 12.45 (d, 1H, J=9 Hz), 11.40 (s, 1H), 8.95 (d, 1H, J=9 Hz), 8.17 (s, 1H), 8.06 (d, 1H, J=6 Hz), 7.53 (d, 2H, J=9 Hz), 7.32 (d, 2H, J=9 Hz), 7.20 (d, 1H, J=6 Hz), 3.42 (s, 2H), 3.04 (s, 3H), 2.90 (s, 3H), 2.32 (s, 4H), 1.48 (m, 4H), 1.38 (s, 2H); HRMS (ESI) m/e calcd for C25H28N4O3 431.20886, fond 431.20820 (M−H)−1.

後処理

  1. temperatureAfter heating for 0.25 h
  2. temperaturethe reaction is chilled in ice
  3. customThe solid product is collected
  4. washwashed with N,N-dimethylformamide (DMF) and Et2O
  5. customdried

出典と根拠

ORDレコード
ord-b6bd1d3a78974d8687414155444965c8
出典データセット
uspto-grants-2010_05
特許番号
US07713994B2

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