Chlorophenyl isocyanate → tert-Butyl tert-butyl(2-(2-chlorophenylcarbamoyl)-4,5-dihydropyrido[4,3-b]thieno[2,3-d]oxepin-8-yl)carbamate

HRID 1949862

Reaction equation

HRID 1949862 reaction equation
Br[C:2]1[S:27][C:5]2[C:6]3[CH:14]=[N:13][C:12]([N:15]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:11][C:7]=3[O:8][CH2:9][CH2:10][C:4]=2[CH:3]=1.[Cl:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[N:35]=[C:36]=[O:37]>>[C:23]([N:15]([C:12]1[N:13]=[CH:14][C:6]2[C:5]3[S:27][C:2]([C:36](=[O:37])[NH:35][C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=4[Cl:28])=[CH:3][C:4]=3[CH2:10][CH2:9][O:8][C:7]=2[CH:11]=1)[C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])([CH3:24])([CH3:26])[CH3:25]

Participants

3

Reactant 2

HCID 76833Chlorophenyl isocyanateHCID 57900354Tert-butyl 2-bromo-4,5-dihydropyrido[4,3-b]thieno[2,3-d]oxepin-8-yl(tert-butyl)carbamate

Product 1

HCID 57900446tert-Butyl tert-butyl(2-(2-chlorophenylcarbamoyl)-4,5-dihydropyrido[4,3-b]thieno[2,3-d]oxepin-8-yl)carbamateYield 61%

Procedure

Following Scheme 4, tert-butyl 2-bromo-4,5-dihydropyrido[4,3-b]thieno[2,3-d]oxepin-8-yl(tert-butyl)carbamate and 2-chlorophenylisocyanate were reacted to give tert-Butyl tert-butyl(2-(2-chlorophenylcarbamoyl)-4,5-dihydropyrido[4,3-b]thieno[2,3-d]oxepin-8-yl)carbamate (61%). MS: (ESI+) 528.2

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-3eba12153b8444b095c239184603fbb9
Source dataset
uspto-grants-2013_03
Patent number
US08399690B2

Linked notes

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