Triethylamine → HCID 86691424, compound

HRID 540255Notes

Reaction equation

HRID 540255 reaction equation
Cl[C:2]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:23])[CH:8]=2)[N:3]=1.[S:24]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[CH2:28][NH:27][CH2:26][CH2:25]1.C(N(CC)CC)C>C(O)CCC>[S:24]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[CH2:28][N:27]([C:2]2[N:11]=[C:10]([NH:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([CH3:23])[CH:8]=3)[N:3]=2)[CH2:26][CH2:25]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 122691062,3,4,5-Tetrahydrobenzo[f][1,4]thiazepineHCID 86691423HCID 86691423, compound

Product 1

HCID 86691424HCID 86691424, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of tert-butyl {2-[(2-chloro-6-methylquinazolin-4-yl)amino]ethyl}carbamate (460 mg, 1.366 mmol) in n-butanol (6 mL) was added 2,3,4,5-tetrahydro-1,4-benzothiazepine (248 mg, 1.50 mmol) and triethylamine (276 mg, 2.732 mmol). The mixture was heated with stirring at 100° C. in a sealed tube for 4 hours, and then concentrated in vacuo. The residue was purified by flash column chromatography to afford 350 mg of the desired product as a white solid (yield was 55%).

Workup

  1. temperatureThe mixture was heated
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-bcd93a9aeae0407784d8abb3cde31043
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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