HCID 89795439, compound → HCID 89884970, compound

HRID 2167198Notes

Reaction equation

HRID 2167198 reaction equation
[CH:1]([C@@H:4]1[C:8](=[O:9])[O:7][C:6](/[CH:10]=[C:11](\[CH3:28])/[CH2:12][CH2:13]/[CH:14]=[C:15](\[CH3:27])/[CH2:16][CH2:17]/[CH:18]=[C:19](\[CH3:26])/[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])=[N:5]1)([CH3:3])[CH3:2].C(C/C(/C)=C/CC/C(/C)=C/CC(Cl)=O)/C=C(/CCC=C(C)C)\C>>[CH:1]([C@H:4]1[C:8](=[O:9])[O:7][C:6](/[CH:10]=[C:11](\[CH3:28])/[CH2:12][CH2:13]/[CH:14]=[C:15](\[CH3:27])/[CH2:16][CH2:17]/[CH:18]=[C:19](\[CH3:26])/[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])=[N:5]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 89795439HCID 89795439, compoundHCID 131732903HCID 131732903, compound

Product 1

HCID 89884970HCID 89884970, compoundYield 12%

Procedure

Similar to the preparation of 37a, the reaction of 25 with 36b afforded the desired compound 37b (15 mg, 12%) as colorless oil. TLC Rf: 0.34 (20% EtOAc/n-Hexanes); 1H NMR (400 MHz, CDCl3): δ 5.12-5.08 (m, 3H), 3.85-3.80 (m, 1H), 3.70-3.65 (m, 1H), 2.17-1.87 (m, 12H), 1.69-1.62 (m, 6H), 1.34-1.16 (m, 12H). LCMS: MS (m/z): 386.35 (M+H); ret. time: 7.70 min.

Sources & evidence

ORD record
ord-e5c08bc1f7a8481ba0369606b913f033
Source dataset
uspto-grants-2015_06
Patent number
US09045403B2

Reaction notes

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