Water → N2-(3-methoxypropyl)-N6-(tetrahydro-2H-pyran-2-yloxy)-3,4-dihydroisoquinoline-2,6(1H)-dicarboxamide

HRID 2036892ノート

反応式

HRID 2036892 の反応式
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH2:6].[C:7]([N:14]1[CH:18]=[CH:17]N=[CH:15]1)(N1C=CN=C1)=[O:8].[O:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH:20]1[O:25][NH:26][C:27]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)CNCC2)=[O:28].O>CN(C=O)C.CN(C1C=CN=CC=1)C>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]([N:14]1[CH2:15][CH2:36][C:37]2[C:17](=[CH:31][CH:30]=[C:29]([C:27]([NH:26][O:25][CH:20]3[CH2:21][CH2:22][CH2:23][CH2:24][O:19]3)=[O:28])[CH:38]=2)[CH2:18]1)=[O:8]

参加物

7

反応物 4

HCID 962WaterHCID 16723-MethoxypropylamineHCID 682631,1'-CarbonyldiimidazoleHCID 86656618HCID 86656618、化合物

生成物 1

HCID 86656594N2-(3-methoxypropyl)-N6-(tetrahydro-2H-pyran-2-yloxy)-3,4-dihydroisoquinoline-2,6(1H)-dicarboxamide

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 0.074 ml 3-methoxyproylamine in 4 ml DMF is treated under an inert gas atmosphere is treated with 117 mg carbonyldiimidazole. After 2 h at ambient temperature the resulting mixture is treated with 200 mg of N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide and 10 mg DMAP. The reaction mixture is stirred overnight. After addition of 2 ml water the mixture is extracted twice with dichloromethane and the combined organic phases are dried and evaporated. The residue is purified by silica gel flash chromatography. 180 mg of yellowish oil are obtained.

後処理

  1. additionis treated under an inert gas atmosphere
  2. extractionis extracted twice with dichloromethane
  3. customthe combined organic phases are dried
  4. customevaporated
  5. customThe residue is purified by silica gel flash chromatography

出典と根拠

ORDレコード
ord-68725e10fd44477f8b2b417d462a8f1b
出典データセット
uspto-grants-2013_11
特許番号
US08575193B2

反応ノート

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