HCID 11234748, compound → HCID 10133949, compound

HRID 494872Notes

Reaction equation

HRID 494872 reaction equation
CON(C)[C:4](=[O:28])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH:12]=[CH:13][C:14]3[O:18][C:17]([CH2:19][CH2:20][N:21]4[CH2:25][CH2:24][CH2:23][C@H:22]4[CH3:26])=[CH:16][C:15]=3[CH:27]=2)[CH:6]=1.[CH:30]1([Mg]Br)[CH2:32][CH2:31]1>>[CH:30]1([C:4]([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([C:11]3[CH:12]=[CH:13][C:14]4[O:18][C:17]([CH2:19][CH2:20][N:21]5[CH2:25][CH2:24][CH2:23][C@H:22]5[CH3:26])=[CH:16][C:15]=4[CH:27]=3)[CH:6]=2)=[O:28])[CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 11234748HCID 11234748, compoundHCID 178418630HCID 178418630, compound

Product 1

HCID 10133949HCID 10133949, compoundYield 48%

Procedure

The product from Example 145 and cyclopropylmagnesium bromide were processed as described in Example 146 to provide the title compound (48% yield). MS (ESI APCI) m/z 374 (M+H)+; 1HNMR (300 MHz, CD3OD) δ 1.08-1.22 (m, 7H), 1.39-1.53 (m, 1H), 1.73-1.86 (m, 2H), 1.95-2.08 (m, 1H), 2.23-2.35 (m, 1H), 2.41-2.60 (m, 2H), 2.87-3.15 (m, 3H), 3.19-3.35 (m, 2H), 6.63 (s, 1H), 7.48-7.55 (m, 2H), 7.60 (dd, 1H), 7.78-7.81 (m, 1H), 7.89 (ddd, 1H), 8.02 (ddd, 1H), 8.25 (dd, 1H).

Sources & evidence

ORD record
ord-bc22b05fc424400793b0641f9a2dfc7b
Source dataset
uspto-grants-2009_05
Patent number
US07538138B2

Reaction notes

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