HCID 86725304, compound → HCID 76684258, compound

HRID 925197Notes

Reaction equation

HRID 925197 reaction equation
C(OC([N:6]1[CH2:21][CH2:20][C:10]2[C:11]3[C:12](=O)[CH2:13][CH2:14][C:15]=3[C:16]([I:18])=[CH:17][C:9]=2[CH2:8][CH2:7]1)=O)C.[CH2:22]([Mg]Br)[CH3:23].C(OC(N1CCC2C3C(C4CC4)(O)CCC=3C=CC=2CC1)=O)C>>[CH2:22]([CH:12]1[C:11]2[C:10]3[CH2:20][CH2:21][NH:6][CH2:7][CH2:8][C:9]=3[CH:17]=[C:16]([I:18])[C:15]=2[CH2:14][CH2:13]1)[CH3:23]

Participants

4

Reactant 3

HCID 86725304HCID 86725304, compoundHCID 86725308HCID 86725308, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 76684258HCID 76684258, compound

Procedure

Example 7 was prepared in a similar fashion to Example 4, except Intermediate 1 was used as the starting material and ethylmagnesium bromide (3M in diethyl ether) was used for instead of cyclopropylmagnesium bromide (Example 4, step (a)). 1H NMR (300 MHz, CDCl3) δ 7.32 (s, 1H); 3.28-3.21 (m, 1H); 2.97-2.73 (8H); 2.62-2.60 (br s, 1H); 2.22-1.90 (m, 3H); 1.45-1.30 (m, 2H); 0.95 (t, J=7.2 Hz, 3H); MS: ESI (positive): 342, (M+1).

Sources & evidence

ORD record
ord-b48518ada5064104ad9578b4c188e2b9
Source dataset
uspto-grants-2016_03
Patent number
US09284277B2

Reaction notes

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