HCID 89885064, compound → HCID 89884844, compound

HRID 2167195Notes

Reaction equation

HRID 2167195 reaction equation
[CH:1]([C@H:4]1[CH2:8][O:7][C:6](/[CH:9]=[C:10](\[CH3:27])/[CH2:11][CH2:12]/[CH:13]=[C:14](\[CH3:26])/[CH2:15][CH2:16]/[CH:17]=[C:18](\[CH3:25])/[CH2:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[N:5]1)(C)C.C(C/C(/C)=C/CC/C(/C)=C/CC(Cl)=O)/C=C(/CCC=C(C)C)\C>>[CH3:1][C@H:4]1[CH2:8][O:7][C:6](/[CH:9]=[C:10](\[CH3:27])/[CH2:11][CH2:12]/[CH:13]=[C:14](\[CH3:26])/[CH2:15][CH2:16]/[CH:17]=[C:18](\[CH3:25])/[CH2:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[N:5]1

Participants

3

Reactant 2

HCID 89885064HCID 89885064, compoundHCID 131732903HCID 131732903, compound

Product 1

HCID 89884844HCID 89884844, compoundYield 11%

Procedure

Similar to the preparation of 27a, the reaction of 25 with 26b afforded the desired compound 27b (12 mg, 11%) as oil. TLC Rf: 0.35 (20% EtOAc/petroleum ether); 1H NMR (400 MHz, CDCl3): δ 5.11-5.08 (m, 2H), 4.33-4.31 (m, 1H), 3.76-3.77 (m, 1H), 2.14-1.94 (m, 12H), 1.72-1.41 (m, 16H), 1.28-1.19 (m, 5H). LCMS: MS (m/z): 344.30 (M+H); ret. time: 5.23 min.

Sources & evidence

ORD record
ord-60ca254ce0bd4d26a513c4695a05aafb
Source dataset
uspto-grants-2015_06
Patent number
US09045403B2

Reaction notes

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