Reaction #1904062

ord-c333ee4f5ac648dd9bd6327a0d1b07e0

Reaction equation

CC(C)(C)OC(=O)n1cccc1-c1ccc2c(c1)C(C)(C)OCC(=O)N2
tert-butyl-2-(5,5-dimethyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)-1H-pyrrole-1-carboxylate
O=C=NS(=O)(=O)Cl
chlorosulfonyl isocyanate
→
CC(C)(C)OC(=O)n1c(C#N)ccc1-c1ccc2c(c1)C(C)(C)OCC(=O)N2
tert-Butyl-2-cyano-5-(5,5-dimethyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)-1H-pyrrole-1-carboxylate

Reactants

CC(C)(C)OC(=O)n1cccc1-c1ccc2c(c1)C(C)(C)OCC(=O)N2
tert-butyl-2-(5,5-dimethyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)-1H-pyrrole-1-carboxylate
O=C=NS(=O)(=O)Cl
chlorosulfonyl isocyanate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Prepared from tert-butyl-2-(5,5-dimethyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)-1H-pyrrole-1-carboxylate and chlorosulfonyl isocyanate generally according to the procedure described in example 1. 1H-NMR (DMSO-d6) δ 10.03 (s, 1H), 7.35 (d, J=1.79 Hz, 1H), 7.31 (d, J=3.8 Hz, 1H), 7.23 (dd, J=1.79, 8.31 Hz, 1H), 7.12 (d, J=8.36 Hz, 1H), 6.44 (d, J=3.81 Hz, 1H), 4.25 (s, 2H), 1.55 (s, 6H), 1.39 (s, 9H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07598237B2uspto-grants-2009_10