N-Isopropylethylenediamine → 2-Chloro-5-[[[2-[(1-methylethyl)amino]ethyl]amino]methyl]-N-(tricycio[3.3.1.13,7]dec-1-ylmethyl)-benzamide

HRID 719647Notes

Reaction equation

[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([CH:22]=O)=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2)=[O:5].[CH:24]([NH:27][CH2:28][CH2:29][NH2:30])([CH3:26])[CH3:25]>>[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([CH2:22][NH:30][CH2:29][CH2:28][NH:27][CH:24]([CH3:26])[CH3:25])=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:15][CH:14]3[CH2:13][CH:12]([CH2:11][CH:10]([CH2:16]3)[CH2:9]1)[CH2:17]2)=[O:5]

Participants

Reactant 2

HCID 88098N-Isopropylethylenediamine

HCID 120853462-Chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamide

Product 1

HCID 101367642-Chloro-5-[[[2-[(1-methylethyl)amino]ethyl]amino]methyl]-N-(tricycio[3.3.1.13,7]dec-1-ylmethyl)-benzamideYield 16.7%

Procedure

Synthesized as in Example 26 using 2-chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.500 g, Example 25b) and N-isopropylethylenediamine (0.186 g) to give the title compound as a solid (0.105 g).

Sources & evidence

ORD record: ord-78942c5cd7a646b285a3c514767ee27f
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07132457B2

Reaction notes

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