Sulfuric acid magnesium salt (1:1) → (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(5-methoxyindol-3-yl-methyl)-4-piperidinamine

HRID 264700

반응식

HRID 264700 반응식
[CH2:1]([C@@H:8]1[CH2:13][C@@H:12]([NH2:14])[CH2:11][CH2:10][N:9]1[C:15](=[O:24])[C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[C:18]([Cl:23])[CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:25][O:26][C:27]1[CH:28]=[C:29]2[C:33](=[CH:34][CH:35]=1)[NH:32][CH:31]=[C:30]2[CH:36]=O.S([O-])([O-])(=O)=O.[Mg+2].[BH4-].[Na+]>C1(C)C=CC=CC=1.CO>[CH2:1]([C@@H:8]1[CH2:13][C@@H:12]([NH:14][CH2:36][C:30]2[C:29]3[C:33](=[CH:34][CH:35]=[C:27]([O:26][CH3:25])[CH:28]=3)[NH:32][CH:31]=2)[CH2:11][CH2:10][N:9]1[C:15](=[O:24])[C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[C:18]([Cl:23])[CH:17]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 827585-Methoxyindole-3-carbaldehydeHCID 4311764Sodium borohydrideHCID 53839030(2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-4-piperidinamine

생성물 1

HCID 57096920(2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(5-methoxyindol-3-yl-methyl)-4-piperidinamine

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

실험 절차

200 mg (0.551 mmol) of (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-4-piperidinamine are reacted in analogy to Example 2g with 116 mg (0.661 mmol) of 5-methoxyindole-3-carboxaldehyde and 90 mg of magnesium sulfate in 2 ml of toluene and subsequently reduced with 22 mg (0.584 mmol) of sodium borohydride in 2 ml of methanol. The title compound ##STR95## is obtained (98 mg, 34%) as white foam. TLC:methylene chloride/methanol/conc. ammonia (1000:50:1) Rf =0.42, FD-MS:M+ =521, 523. IR:3460, 1630 cm-1.

출처 및 근거

ORD 기록
ord-5839ecc9d3a245e79728dd922682aff3
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646144

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