Cyclopropylamine → HCID 49801307, compound

HRID 1807522Notes

Reaction equation

CO[C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1.[CH:25]1([NH2:28])[CH2:27][CH2:26]1>>[CH:18]1([C:13]2[C:12]([CH2:11][O:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([NH:28][CH:25]4[CH2:27][CH2:26]4)=[O:24])=[CH:5][N:6]=3)=[C:16]([CH3:17])[O:15][N:14]=2)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 66643566HCID 66643566, compound

Product 1

HCID 49801307HCID 49801307, compoundYield 41%

Procedure

As described for example 31e, 6-(3-cyclohexyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (708 mg, 1.5 mmol) was converted, using cyclopropylamine instead of isopropylamine, to the title compound (219 mg, 41%) which was obtained as a white solid after purification by chromatography (silica, 0 to 60% ethyl acetate in heptane). MS: m/e=356.3 [M+H]+.

Sources & evidence

ORD record: ord-cb4c5fbe6ffd4578a89326be80e6f1a5
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08357703B2

Reaction notes

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