1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58392965, compound

HRID 469030Notes

Reaction equation

HRID 469030 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[N:20]=[C:19]([C:21]([OH:23])=O)[S:18][N:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:5]([CH3:24])[CH:4]=1.CC[N:27]=[C:28]=[N:29][CH2:30][CH2:31]CN(C)C.[CH:36]1[CH:37]=[CH:38][C:39]2N(O)N=N[C:40]=2[CH:41]=1.[CH3:46][CH2:47][N:48](C(C)C)C(C)C>CN(C=O)C>[NH:29]1[CH2:30][CH2:31][N:27]=[C:28]1[C:36]1[CH:37]=[CH:38][C:39]([CH2:46][CH2:47][NH:48][C:21]([C:19]2[S:18][N:17]=[C:16]([CH2:15][N:13]([S:10]([C:6]3[C:7]([CH3:9])=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[CH3:24])(=[O:11])=[O:12])[CH3:14])[N:20]=2)=[O:23])=[CH:40][CH:41]=1

Participants

6

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 58393270HCID 58393270, compound

Product 1

HCID 58392965HCID 58392965, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared according to General Procedure AC using 3-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,2,4-thiadiazole-5-carboxylic acid (120 mg, 0.32 mmol), 2-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]ethanamine bis-trifluoroacetate (133 mg, 0.32 mmol), EDCI, (76.8 mg, 0.4 mmol), HOBt (54.4 mg, 0.4 mmol) and DIPEA (0.097 mL, 0.96 mmol) in DMF (5 mL). After stirring at ambient temperature for 42 h the reaction was concentrated and the crude product was purified using prep method C, affording the title compound.

Workup

  1. customThe title compound was prepared
  2. concentrationwas concentrated
  3. customthe crude product was purified

Sources & evidence

ORD record
ord-77f6ff9876d84957994c3ac03b44980d
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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