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

HRID 469063Notes

Reaction equation

HRID 469063 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][NH:49][CH2:50][C:51]1[CH:64]=[CH:63][C:54]([CH2:55][N:56]2[CH2:61][CH2:60][CH:59]([OH:62])[CH2:58][CH2:57]2)=[CH:53][CH:52]=1>C(Cl)Cl>[OH:62][CH:59]1[CH2:60][CH2:61][N:56]([CH2:55][C:54]2[CH:63]=[CH:64][C:51]([CH2:50][N:49]([CH3:48])[C:21]([C:19]3[N:20]=[C:16]([CH2:15][N:13]([S:10]([C:6]4[C:5]([CH3:24])=[CH:4][C:3]([O:2][CH3:1])=[CH:8][C:7]=4[CH3:9])(=[O:11])=[O:12])[CH3:14])[O:17][CH:18]=3)=[O:23])=[CH:52][CH:53]=2)[CH2:57][CH2:58]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 672169401-{4-[(Methylamino)methyl]benzyl}piperidin-4-ol dihydrochloride

Product 1

HCID 58393168N-{4-[(4-Hydroxypiperidin-1-yl)methyl]benzyl}-2-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-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 (35 mg, 0.12 mmol), EDCI (26 mg, 0.14 mmol), HOBt (20 mg, 0.15 mmol) DIPEA (0.035 mL, 0.2 mmol), 1-{4-[(methylamino)methyl]benzyl}piperidin-4-ol dihydrochloride (32 mg, 0.14 mmol) and DCM (10 mL).

Sources & evidence

ORD record
ord-bc989a9f45744bcc8700721bbe7b3329
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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