p-Anisoyl chloride → Benzamide, 4-methoxy-N-(1,2,3,4-tetrahydro-2-propylisoquinolin-5-yl)-

HRID 2397948Notes

Reaction equation

HRID 2397948 reaction equation
Br.[NH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][N:7]([CH2:13][CH2:14][CH3:15])[CH2:8]2.[CH3:16][O:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1>>[CH3:16][O:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([NH:2][C:3]2[CH:12]=[CH:11][CH:10]=[C:9]3[C:4]=2[CH2:5][CH2:6][N:7]([CH2:13][CH2:14][CH3:15])[CH2:8]3)=[O:23])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 21436740HCID 21436740, compound

Product 1

HCID 216601Benzamide, 4-methoxy-N-(1,2,3,4-tetrahydro-2-propylisoquinolin-5-yl)-

Procedure

5-Amino-2-n-propyl-1,2,3,4-tetrahydroisoquinoline hydrobromide was reacted with 4-methoxybenzoyl chloride according to the procedure of Example 14 to produce 5-(4-methoxybenzamido)-2-n-propyl-1,2,3,4-tetrahydroisoquinoline; m.p. 162.5°-163.5° C. after purification with ethanol.

Sources & evidence

ORD record
ord-877967ec6a074b419de9a38d8437f409
Source dataset
uspto-grants-1977_05
Patent number
US04022900

Reaction notes

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