Ethyl 2-bromopropionate → HCID 52939614, compound

HRID 551499Notes

Reaction equation

[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]3[CH:25]=[C:24]4[C:20]([CH:21]=[N:22][NH:23]4)=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)=[C:4]([O:26][CH3:27])[CH:3]=1.Br[CH:29]([CH3:35])[C:30]([O:32]CC)=[O:31].FC1C(F)=CC(C2C=CC(OCC3C=C4C(C=NN4CC(O)=O)=CC=3)=CC=2)=C(OC)C=1>>[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[CH:10]=[CH:11][C:12]([O:15][CH2:16][C:17]3[CH:25]=[C:24]4[C:20]([CH:21]=[N:22][N:23]4[CH2:35][CH2:29][C:30]([OH:32])=[O:31])=[CH:19][CH:18]=3)=[CH:13][CH:14]=2)=[C:4]([O:26][CH3:27])[CH:3]=1

Participants

Reactant 3

HCID 79040Ethyl 2-bromopropionate

HCID 52939612HCID 52939612, compound

HCID 52939613HCID 52939613, compound

Product 1

HCID 52939614HCID 52939614, compound

Procedure

3-[6-(4′,5′-Difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indazol-1-yl]-propionic acid was prepared from 6-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-1H-indazole (0.1 g, 0.221 mmol) and ethyl bromopropionate (40 mg, 0.221 mmol), as described above for [6-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indazol-1-yl]-acetic acid, to yield 81 mg (83.6%) of product. LC-MS (ES) calculated for C24H20F2N2O4, 438.43; found m/z 439 [M+H]+.

Sources & evidence

ORD record: ord-5ed51dc3b13e40748b6177d950cff6dd
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947728B1

Reaction notes

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