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

HRID 469065Notes

Reaction equation

HRID 469065 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.Cl.[CH3:48][O:49][CH:50]1[CH2:55][CH2:54][CH2:53][N:52]([CH2:56][C:57]2[CH:62]=[CH:61][C:60]([CH2:63][NH:64][CH3:65])=[CH:59][CH:58]=2)[CH2:51]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:64]([CH2:63][C:60]3[CH:59]=[CH:58][C:57]([CH2:56][N:52]4[CH2:53][CH2:54][CH2:55][CH:50]([O:49][CH3:48])[CH2:51]4)=[CH:62][CH:61]=3)[CH3:65])=[O:23])[N:20]=2)[CH3:14])(=[O:12])=[O:11])=[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 672170781-{4-[(3-methoxypiperidin-1-yl)methyl]phenyl}-N-methylmethanamine dihydrochloride

Product 1

HCID 583930002-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-{4-[(3-methoxypiperidin-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), 1-{4-[(3-methoxypiperidin-1-yl)methyl]phenyl}-N-methylmethanamine dihydrochloride (38 mg, 0.13 mmol) and DCM (5 mL).

Sources & evidence

ORD record
ord-bbbfc7aa7a6e4d22ab51b91128e5ad54
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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