Cyclohexanemethylamine → HCID 11645208, compound

HRID 2264247Notes

Reaction equation

[CH:1]1([CH2:7][NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(S([N:18]2[C:22]3=[N:23][CH:24]=[CH:25][CH:26]=[C:21]3[C:20]([C:27]3[CH:32]=[CH:31][N:30]=[C:29](Cl)[N:28]=3)=[CH:19]2)(=O)=O)C=CC=CC=1>>[CH:1]1([CH2:7][NH:8][C:29]2[N:28]=[C:27]([C:20]3[C:21]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[NH:18][CH:19]=3)[CH:32]=[CH:31][N:30]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 76688Cyclohexanemethylamine

HCID 59596028HCID 59596028, compound

Product 1

HCID 11645208HCID 11645208, compoundYield 51%

Procedure

Using the procedure of example 1, C-cyclohexyl-methylamine (92 mg) was reacted with compound 1f (100 mg) to provide compound 16 (42 mg, 51%). 1H NMR (400 MHz, CD3OD) δ 8.96 (d, J=7.8 Hz, 1H), 8.28 (d, J=4.8 Hz, 1H), 8.20 (s, 1H), 8.12 (d, J=5.6 Hz, 1H), 7.25 (dd, J=7.8 Hz, 4.8 Hz, 1H), 7.02 (d, J=5.6 Hz, 1H), 3.37 (d, J=4.8 Hz, 2H), 1.94-1.90 (m, 5H), 1.34-1.04 (m, 6H). MS (ESI) m/z: 308 (M+H)+.

Sources & evidence

ORD record: ord-0c84bf86f5e4408bb6f0e518755c5056
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07855205B2

Reaction notes

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