HCID 86725311, compound → HCID 76684259, compound

HRID 925198Notes

Reaction equation

HRID 925198 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]([F:18])=[CH:17][C:9]=2[CH2:8][CH2:7]1)=O)C.[CH2:22]([Mg]Br)[CH3:23]>>[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]([F:18])[C:15]=2[CH2:14][CH2:13]1)[CH3:23]

Participants

3

Reactant 2

HCID 86725311HCID 86725311, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 76684259HCID 76684259, compound

Procedure

Example 8 was prepared in a similar fashion to Example 4, except Intermediate 5 was used as the starting material and ethylmagnesium bromide (3M in diethyl ether) was used instead of cyclopropylmagnesium bromide (Example 4, step (a)). 1H NMR (300 MHz, CDCl3) δ 6.62 (d, 9.3 Hz, 1H); 3.11-3.06 (m, 1H); 2.96-2.87 (m, 10H); 2.22-1.97 (m, 2H); 1.51-1.31 (m, 2H); 0.95 (t, J=7.2 Hz, 3H); MS: ESI (positive): 234, (M+1).

Sources & evidence

ORD record
ord-30a41abe68bd4a0a8e8557f23fe2c4f4
Source dataset
uspto-grants-2016_03
Patent number
US09284277B2

Reaction notes

Loading…