Cyclopropanemethanamine → HCID 57334042, compound

HRID 402349Notes

Reaction equation

[CH3:1][N:2]1[C:6]([CH2:7][O:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][N:10]=2)=[C:5]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:4]=[N:3]1.[NH2:24][CH2:25][CH:26]1[CH2:28][CH2:27]1>>[CH:26]1([CH2:25][NH:24][C:13](=[O:15])[C:12]2[CH:16]=[CH:17][C:9]([O:8][CH2:7][C:6]3[N:2]([CH3:1])[N:3]=[N:4][C:5]=3[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:10][CH:11]=2)[CH2:28][CH2:27]1

Participants

Reactant 2

HCID 75646Cyclopropanemethanamine

HCID 67499016HCID 67499016, compound

Product 1

HCID 57334042HCID 57334042, compoundYield 79%

Procedure

As described for example 2b, 6-(3-methyl-5-phenyl-3H-[1,2,3]triazol-4-ylmethoxy)-nicotinic acid (155 mg, 0.5 mmol) was converted, using aminomethylcyclopropane instead of 4-aminotetrahydropyran, to the title compound (143 mg, 79%) which was obtained as a white solid. MS: m/e=364.2 [M+H]+.

Sources & evidence

ORD record: ord-f1961504baab4a39bc55e2b49fe31910
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08742097B2

Reaction notes

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