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

HRID 469071Notes

Reaction equation

HRID 469071 reaction equation
[CH:1]1([N:4]([CH2:18][C:19]2[O:20][CH:21]=[C:22]([C:24](O)=[O:25])[N:23]=2)[S:5]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([O:15][CH3:16])=[CH:10][C:9]=2[CH3:17])(=[O:7])=[O:6])[CH2:3][CH2:2]1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.Cl.Cl.[CH3:50][O:51][CH:52]1[CH2:57][CH2:56][CH2:55][N:54]([CH2:58][C:59]2[CH:64]=[CH:63][C:62]([CH2:65][NH:66][CH3:67])=[CH:61][CH:60]=2)[CH2:53]1>C(Cl)Cl>[CH:1]1([N:4]([CH2:18][C:19]2[O:20][CH:21]=[C:22]([C:24]([N:66]([CH2:65][C:62]3[CH:61]=[CH:60][C:59]([CH2:58][N:54]4[CH2:55][CH2:56][CH2:57][CH:52]([O:51][CH3:50])[CH2:53]4)=[CH:64][CH:63]=3)[CH3:67])=[O:25])[N:23]=2)[S:5]([C:8]2[C:9]([CH3:17])=[CH:10][C:11]([O:15][CH3:16])=[CH:12][C:13]=2[CH3:14])(=[O:6])=[O:7])[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 583930982-({Cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-1,3-oxazole-4-carboxylic acidHCID 672170781-{4-[(3-methoxypiperidin-1-yl)methyl]phenyl}-N-methylmethanamine dihydrochloride

Product 1

HCID 583933932-({Cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]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-({cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-1,3-oxazole-4-carboxylic acid (40 mg, 0.11 mmol), EDCI (28 mg, 0.16 mmol), HOBt (21 mg, 0.16 mmol) DIPEA (0.04 mL, 0.21 mmol), 1-{4-[(3-methoxypiperidin-1-yl)methyl]phenyl}-N-methylmethanamine dihydrochloride (36 mg, 0.13 mmol) and DCM (10 mL).

Sources & evidence

ORD record
ord-b80527fef91141d49b63bdc2b65390d4
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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