2,3,4,5-Tetrahydrobenzo[f][1,4]thiazepine → HCID 71255080, compound

HRID 540290Notes

Reaction equation

HRID 540290 reaction equation
[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([Br:19])[CH:17]=2)[N:12]=[C:11](Cl)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:21]1[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[CH2:25][NH:24][CH2:23][CH2:22]1>>[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([Br:19])[CH:17]=2)[N:12]=[C:11]([N:24]2[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[S:21][CH2:22][CH2:23]2)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 122691062,3,4,5-Tetrahydrobenzo[f][1,4]thiazepineHCID 86691432HCID 86691432, compound

Product 1

HCID 71255080HCID 71255080, compoundYield 62.7%

Conditions

Temperature
80 °C

Procedure

A mixture of 4-(benzyloxy)-6-bromo-2-chloroquinazoline (700 mg, 2.0 mmol) and 2,3,4,5-tetrahydro-1,4-benzothiazepine (990 mg, 6.0 mmol) was heated at 80° C. for 10 minutes. The resulting reaction mixture was cooled to room temperature and purified by silica gel column chromatography (eluting with dichloromethane) to afford 600 mg of the desired product as a white solid (yield was 62.7%).

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas cooled to room temperature
  3. custompurified by silica gel column chromatography (eluting with dichloromethane)

Sources & evidence

ORD record
ord-f6c540c3012b473aa009554a7e57de02
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

Loading…