1-(Isoquinolin-1-yl)ethan-1-amine → 2-[3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[1-(isoquinoline-1-yl)ethyl]-acetamide

HRID 660943Notes

Reaction equation

HRID 660943 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:11](=[O:21])[N:10]([CH2:22][C:23]([OH:25])=O)[N:9]=2)=[CH:4][CH:3]=1.[C:26]1([CH:36]([NH2:38])[CH3:37])[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=[CH:28][N:27]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:11](=[O:21])[N:10]([CH2:22][C:23]([NH:38][CH:36]([C:26]3[C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[CH:29]=[CH:28][N:27]=3)[CH3:37])=[O:25])[N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 122431091-(Isoquinolin-1-yl)ethan-1-amineHCID 58012119[3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetic acid

Product 1

HCID 580121912-[3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[1-(isoquinoline-1-yl)ethyl]-acetamideYield 70%

Procedure

The title compound is prepared analogously to Example 264 from the carboxylic acid from Example 156A (40 mg, 0.11 mmol) and 26.7 mg (0.16 mmol) of 1-isoquinolin-1-ylethylamine [preparation: see Chem. Ber. 108, 3771-3778 (1975)]. Yield: 70% of theory

Sources & evidence

ORD record
ord-1c0e6de8fbf94a56bfa5ddc9cb8f847d
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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