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

HRID 2036892노트

반응식

HRID 2036892 반응식
[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]

참가 물질

7

반응물 4

HCID 962WaterHCID 16723-MethoxypropylamineHCID 682631,1'-CarbonyldiimidazoleHCID 86656618HCID 86656618, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-68725e10fd44477f8b2b417d462a8f1b
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575193B2

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