Ethyl bromoacetate → HCID 69291935, compound

HRID 1247415Notes

Reaction equation

[C:1]([C:3]1[CH:23]=[CH:22][C:6]([CH2:7][NH:8][C:9](=[O:21])[CH:10]([C:13]2[C:18]([OH:19])=[CH:17][CH:16]=[CH:15][C:14]=2[F:20])[O:11][CH3:12])=[CH:5][CH:4]=1)#[N:2].Br[CH2:25][C:26]([O:28][CH2:29]C)=[O:27]>>[CH3:29][O:28][C:26](=[O:27])[CH2:25][O:19][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]([F:20])[C:13]=1[CH:10]([C:9](=[O:21])[NH:8][CH2:7][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:23][CH:22]=1)[O:11][CH3:12]

Participants

Reactant 2

HCID 7748Ethyl bromoacetate

HCID 21905042HCID 21905042, compound

Product 1

HCID 69291935HCID 69291935, compound

Procedure

In analogy to example 16.4 (RS)-N-(4-cyano-benzyl)-2-(2-fluoro-6-hydroxy-phenyl)-2-methoxy-acetamide (example 80.4) was reacted with ethyl bromoacetate to give (RS)-{2-[(4-cyano-benzylcarbamoyl)-methoxy-methyl]-3-fluoro-phenoxy}-acetic acid methyl ester. Yellow oil. MS 387.2 ([M+H]+)

Sources & evidence

ORD record: ord-0f41ac9c4f6c4d9f8e6a4f502a954a2b
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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