HCID 89795739, compound → HCID 89795741, compound

HRID 2167197Notes

Reaction equation

[C:1]1([C:7]2[O:8][C:9](/[CH:12]=[C:13](\[CH3:30])/[CH2:14][CH2:15]/[CH:16]=[C:17](\[CH3:29])/[CH2:18][CH2:19]/[CH:20]=[C:21](\[CH3:28])/[CH2:22][CH2:23][CH:24]=[C:25]([CH3:27])[CH3:26])=[N:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:31](C/C(/C)=C/CC/C(/C)=C/CC(Cl)=O)/C=C(/CCC=C(C)C)\C>>[CH3:30]/[C:13](/[CH2:14][CH2:15]/[CH:16]=[C:17](\[CH3:29])/[CH2:18][CH2:19]/[CH:20]=[C:21](\[CH3:28])/[CH2:22][CH2:23][CH:24]=[C:25]([CH3:27])[CH3:26])=[CH:12]\[C:9]1[O:8][C:7]([C:1]2[CH:2]=[CH:3][C:4]([CH3:31])=[CH:5][CH:6]=2)=[N:11][N:10]=1

Participants

Reactant 2

HCID 89795739HCID 89795739, compound

HCID 131732903HCID 131732903, compound

Product 1

HCID 89795741HCID 89795741, compoundYield 16%

Procedure

Similar to the preparation of 29a, the reaction of 25 with 28b afforded the desired compound 29b (20.8 mg, 16%) as oil. TLC Rf: 0.42 (20% EtOAc/petroleum ether); 1H NMR (400 MHz, CDCl3): δ 7.92 (d, 2H), 7.29 (d, 2H) 5.11-5.09 (m, 3H), 4.98 (d, 2H), 3.65 (s, 2H), 2.42 (s, 3H), 2.18-2.16 (m, 4H), 2.07-2.04 (m, 4H), 1.99-1.96 (m, 4H), 1.67 (s, 3H), 1.60 (s, 3H), 1.59 (s, 3H), 1.58 (s, 3H). LCMS: MS (m/z): 419.40 (M+H); ret. time: 8.32 min.

Sources & evidence

ORD record: ord-e8bb5b7d456a458d980a2e6a046e9978
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045403B2

Reaction notes

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