trans-2-Phenyl-1-cyclopropanecarbonyl chloride → HCID 25196565, compound

HRID 572005Notes

Reaction equation

HRID 572005 reaction equation
[C:1]1([C@@H:7]2[CH2:9][C@H:8]2[C:10](Cl)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.Cl.[CH:15]1([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[CH2:19][CH2:18][CH2:17][CH2:16]1>>[CH:15]1([N:20]2[CH2:21][CH2:22][N:23]([C:10]([C@@H:8]3[CH2:9][C@H:7]3[C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[O:11])[CH2:24][CH2:25]2)[CH2:16][CH2:17][CH2:18][CH2:19]1

Participants

3

Reactant 2

HCID 13656trans-2-Phenyl-1-cyclopropanecarbonyl chlorideHCID 22120199HCID 22120199, compound

Product 1

HCID 25196565HCID 25196565, compound

Procedure

This example was prepared according to Example 4 utilizing trans-2-phenyl-1-cyclopropanecarbonyl chloride and 1-cyclopentylpiperazine dihydrochloride, which was prepared according to Zaragoza, et. al. J. Med. Chem. 2004, 47, 2833-2838. m/z (ES+) M+1=299.2; HPLC tR=1.61 min. 1H NMR (500 MHz, CDCl3) δ 7.29-7.24 (m, 2H), 7.21-7.15 (m, 1H), 7.10 (d, J=7.0 Hz, 2H), 3.72-3.57 (m, 4H), 2.53-2.42 (m, 6H), 1.98-1.93 (m, 1H), 1.88-1.79 (m, 2H), 1.73-1.61 (m, 3H), 1.59-1.49 (m, 2H), 1.44-1.35 (m, 2H), 1.25 (ddd, J=8.3, 6.3, 4.4 Hz, 1H).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-6f0f2a1f282b4a9ba33f2b442c1a3786
Source dataset
uspto-grants-2015_05
Patent number
US09029381B2

Reaction notes

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