6-Bromo-5-fluoropicolinic Acid → tert-butyl ((3S,4R,7S)-7-(4-(6-bromo-5-fluoropicolinamido)-1-methyl-1H-pyrazol-5-yl)-3-fluorooxepan-4-yl)carbamate

Participants

Role	Name	HCID	Charge
Reactant	6-Bromo-5-fluoropicolinic Acid	HCID 53401194	—
Reactant	tert-butyl ((3S,4R,7S)-3-fluoro-7-(1-methyl-4-nitro-1H-pyrazol-5-yl)oxepan-4-yl)carbamate	HCID 86713841	—
Product	tert-butyl ((3S,4R,7S)-7-(4-(6-bromo-5-fluoropicolinamido)-1-methyl-1H-pyrazol-5-yl)-3-fluorooxepan-4-yl)carbamate	HCID 86713849	—

Reaction Steps

Following the procedure for Example 65, starting from tert-butyl N-[(3S,4R,7S)-3-fluoro-7-(2-methyl-4-nitro-pyrazol-3-yl)oxepan-4-yl]carbamate (intermediate 80) and replacing 2-bromo-5-(tert-butoxycarbonylamino)thiazole-4-carboxylic acid with 6-bromo-5-fluoro-pyridine-2-carboxylic acid (see US2010/56576 A1) gave tert-butyl ((3S,4R,7S)-7-(4-(6-bromo-5-fluoropicolinamido)-1-methyl-1H-pyrazol-5-yl)-3-fluorooxepan-4-yl)carbamate.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09328106B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-9b25c31f620a42ce804b5d250c99333c
Source note	uspto-grants-2016_05