1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-{4-[(3-methoxypyrrolidin-1-yl)methyl]benzyl}-N-methyl-1,3-oxazole-4-carboxamide

HRID 469066Notes

Reaction equation

HRID 469066 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:17][CH:18]=[C:19]([C:21]([OH:23])=O)[N:20]=2)[CH3:14])(=[O:12])=[O:11])=[C:5]([CH3:24])[CH:4]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.Cl.[CH3:47][O:48][CH:49]1[CH2:53][CH2:52][N:51]([CH2:54][C:55]2[CH:63]=[CH:62][C:58]([CH2:59][NH:60][CH3:61])=[CH:57][CH:56]=2)[CH2:50]1>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:24])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:17][CH:18]=[C:19]([C:21]([N:60]([CH2:59][C:58]3[CH:57]=[CH:56][C:55]([CH2:54][N:51]4[CH2:52][CH2:53][CH:49]([O:48][CH3:47])[CH2:50]4)=[CH:63][CH:62]=3)[CH3:61])=[O:23])[N:20]=2)[CH3:14])(=[O:11])=[O:12])=[C:7]([CH3:9])[CH:8]=1

Participants

6

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 583931842-{[(4-Methoxy-2,6-dimethyl-benzenesulfonyl)-methyl-amino]-methyl}-oxazole-4-carboxylic acidHCID 67217893[4-(3-Methoxy-pyrrolidin-1-ylmethyl)-benzyl]-methyl-amine hydrochloride

Product 1

HCID 583932452-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-{4-[(3-methoxypyrrolidin-1-yl)methyl]benzyl}-N-methyl-1,3-oxazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to general procedure BH using 2-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3-oxazole-4-carboxylic acid (40 mg, 0.11 mmol), EDCI (29 mg, 0.15 mmol), HOBt (22 mg, 0.16 mmol) DIPEA (0.04 mL, 0.21 mmol), [4-(3-methoxy-pyrrolidin-1-ylmethyl)-benzyl]-methyl-amine hydrochloride (37 mg, 0.13 mmol) and DCM (5 mL).

Sources & evidence

ORD record
ord-b1cb440db9ae4d61a886397a301dbf2b
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

Loading…