Isopropanol → HCID 66868893, compound

HRID 242045Notes

Reaction equation

HRID 242045 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][NH:25][C:26](=[O:32])OC(C)(C)C)[CH:20]=4)[CH2:15][CH2:14][N:13]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH2:33]([N:36]=C=O)[CH2:34][CH3:35].C(OC(=O)C)C.C(O)(C)C>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][NH:25][C:26]([NH:36][CH2:33][CH2:34][CH3:35])=[O:32])[CH:20]=4)[CH2:15][CH2:14][N:13]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 8857Ethyl AcetateHCID 61033Propyl isocyanateHCID 66868974HCID 66868974, compound

Product 1

HCID 66868893HCID 66868893, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(1-(1-(4-chlorophenyl)cyclobutyl)-3,4-dihydroisoquinolin-7-yloxy)ethanamine (example 1, 100 mg, 0.28 mmol) was dissolved in dichloromethane (2 ml) and 1-propyl isocyanate (33.5 mg, 0.39 mmol) was added. The mixture was stirred for 30 min and then the solvent was reduced. After addition of ethylacetate and isopropanol the product precipitated as colourless solid (120 mg, 0.27 mmol, 97%).

Sources & evidence

ORD record
ord-dff3eb2ede244c1ea76122682ec2a868
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

Loading…