2-Pyridinemethanamine → 4-(Aminomethyl)-N-(2-pyridinylmethyl)benzamide

HRID 911316Notes

Reaction equation

HRID 911316 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.C(OC([NH:16][CH2:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=1)=O)(C)(C)C>>[NH2:16][CH2:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([NH:1][CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=2)=[O:23])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 195092-PyridinemethanamineHCID 8536054-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid

Product 1

HCID 167905944-(Aminomethyl)-N-(2-pyridinylmethyl)benzamideYield 106%

Procedure

Use the General Procedure 6-2, using 2-(aminomethyl)pyridine (181 mg, 0.172 mL, 1.67 mmol) and 4-(tert-butoxycarbonylamino-methyl)-benzoic acid (420 mg, 1.67 mmol) to give the title compound as a solid (427 mg, 100%). MS (ES+) m/z: 242 (M+H)+.

Sources & evidence

ORD record
ord-bb8ed99c5a954852818bea75c38c62f7
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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