1,2-Dichloroethane → HCID 69850887, compound

HRID 2307456Notes

Reaction equation

HRID 2307456 reaction equation
[NH2:1][CH:2]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][O:13][C@H:12]([CH2:16][OH:17])[CH2:11]2)[CH:7]=[CH:8][CH:9]=1)[CH3:3].[C:18](O)(=[O:27])[CH:19]=[CH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(Cl)CCl.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[OH:17][CH2:16][CH:12]1[O:13][CH2:14][CH2:15][N:10]([C:6]2[CH:5]=[C:4]([C@@H:2]([NH:1][C:18](=[O:27])[CH:19]=[CH:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH3:3])[CH:9]=[CH:8][CH:7]=2)[CH2:11]1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 87842-Propenoic acid, 3-phenyl-HCID 69851457(S)-{4-[3-(1-Amino-ethyl)-phenyl]-morpholin-2-yl}-methanol

Product 1

HCID 69850887HCID 69850887, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Mixture of (S)-{4-[3-(1-amino-ethyl)-phenyl]-morpholin-2-yl}-methanol (27 mg, 0.09 mmol), cinnamic acid, Preparation 27 (12.8 mg, 0.09 mmol), EDC (34 mg, 0.18 mmol), DMAP (11 mg, 0.09 mmol), triethylamine (0.05 ml, 0.36 mmol) in dichloromethane (0.6 ml) was stirred at room temperature overnight. The reaction mixture was purified by filtering through 2 g silica-gel syringe with 60:40:1 acetone:hexanes:methanol. The filtrate was concentrated under vacuum to provide the title compound as a white solid.

Workup

  1. customThe reaction mixture was purified
  2. filtrationby filtering through 2 g silica-gel syringe with 60:40:1 acetone
  3. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-70bc979b818c48458c531076eaa3c466
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

Loading…