Ethyl 3-bromopropionate → 3-[4-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:34])[CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]4[CH:29]=[C:28]([F:30])[C:27]([F:31])=[CH:26][C:25]=4[O:32][CH3:33])=[CH:20][CH:19]=3)[CH:14]=2)[CH:9]=[CH:8]1)[CH3:2].FC1C(F)=CC(C2C=CC(OCC3C=CC=C4C=3C=CN4)=CC=2)=C(OC)C=1.C(OC(=O)CCBr)C>>[CH2:1]([O:3][C:4](=[O:34])[CH2:5][CH2:6][N:7]1[C:15]2[C:14](=[C:13]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]4[CH:29]=[C:28]([F:30])[C:27]([F:31])=[CH:26][C:25]=4[O:32][CH3:33])=[CH:20][CH:19]=3)[CH:12]=[CH:11][CH:10]=2)[CH:9]=[CH:8]1)[CH3:2]Participants
4
Reactant 3
Product 1
Procedure
3-[4-(4′,5′-Difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid ethyl ester was synthesized by a procedure similar to 3-[6-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid ethyl ester from starting materials 4-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-1H-indole and 3-bromo-propionic acid ethyl ester to yield the product as a clear to opaque oil/film (30 mg, 65%). LC-MS (ES) calculated for C27H25F2NO4, 465.2; found m/z 466 [M+H]+.
Sources & evidence
- ORD record
- ord-a46de6caa3df4a42a5b412f3c94ee986
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07947728B1
Reaction notes
Loading…