Methyl 4-fluoro-3-iodobenzoate → Methyl 3-(2-bromoacetyl)-4-fluorobenzoate

Reaction equation

COCC1NC(C2C=C(C=CC=2C)C(OC)=O)=CN=1.[F:20][C:21]1[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][C:22]=1I.[Br:32][CH2:33][C:34](C1C=C(C=CC=1C)C(OC)=O)=[O:35]>>[Br:32][CH2:33][C:34]([C:22]1[CH:23]=[C:24]([CH:29]=[CH:30][C:21]=1[F:20])[C:25]([O:27][CH3:28])=[O:26])=[O:35]

Participants

Reactant 3

HCID 53421332Methyl 4-fluoro-3-iodobenzoate2×

HCID 90021973Methyl 3-(2-bromoacetyl)-4-methylbenzoate

HCID 90030068Methyl 3-(2-(methoxymethyl)-1H-imidazol-5-yl)-4-methylbenzoate

Product 1

HCID 90021814Methyl 3-(2-bromoacetyl)-4-fluorobenzoate

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 27.3, except methyl 4-fluoro-3-iodobenzoate (compound 132.1) was used in place of methyl 3-(2-bromoacetyl)-4-methylbenzoate (compound 27.2).

Sources & evidence

ORD record: ord-348c6faadc144883a47ba00c9c28fc86
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428502B2

Reaction notes

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