tert-Butyl bromoacetate → HCID 58788422, compound

Reaction equation

[F:1][C:2]1[C:3]([C:15]#[N:16])=[C:4]([NH:8]C(=O)C(F)(F)F)[CH:5]=[CH:6][CH:7]=1.Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>>[NH2:16][C:15]1[C:3]2[C:4](=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[NH:8][C:18]=1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]

Participants

Reactant 2

HCID 79177tert-Butyl bromoacetate

HCID 54264547N-(2-Cyano-3-fluorophenyl)-2,2,2-trifluoroacetamide

Product 1

HCID 58788422HCID 58788422, compound

Procedure

Follow the procedure of Example 5, but start with 3-fluoro-N-(2-cyano-phenyl)-2,2,2-trifluoroacetamide (synthesis described in J. Fluorine Chem. 1981, 18, (2), 185–95) and tert-butyl bromoacetate to obtain the title compound: MS 251(M+H), TLC (silica gel, dichloromethane/methanol, 7:1) Rf=0.38.

Sources & evidence

ORD record: ord-20d84f22d66345199d763b82524f56db
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07169925B2

Reaction notes

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