1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67332980, compound

HRID 1672257Notes

Reaction equation

HRID 1672257 reaction equation
CCN=C=NCCCN(C)C.[CH3:12][C:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][C:14]=1[C:22]([OH:24])=O.[C:25]([O:29][C:30](=[O:57])[CH:31]([NH:41][C:42]([C:44]1[CH:49]=[CH:48][C:47]([C:50]2[CH:55]=[CH:54][C:53]([NH2:56])=[CH:52][CH:51]=2)=[CH:46][CH:45]=1)=[O:43])[CH2:32][CH2:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])([CH3:28])([CH3:27])[CH3:26]>>[C:25]([O:29][C:30](=[O:57])[CH:31]([NH:41][C:42]([C:44]1[CH:45]=[CH:46][C:47]([C:50]2[CH:51]=[CH:52][C:53]([NH:56][C:22]([C:14]3[O:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[C:13]=3[CH3:12])=[O:24])=[CH:54][CH:55]=2)=[CH:48][CH:49]=1)=[O:43])[CH2:32][CH2:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])([CH3:26])([CH3:27])[CH3:28]

Participants

4

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 6005913-Methyl-1-benzofuran-2-carboxylic acidHCID 67333061HCID 67333061, compound

Product 1

HCID 67332980HCID 67332980, compoundYield 12.4%

Procedure

EDCI coupling between 3-Methylbenzofuran 2 carboxylic acid (139 mg, 0.79 mmol) and 2-[(4′-Amino-biphenyl-4-carbonyl)-amino]-pentanedioic acid di-tert-butyl ester (358 mg, 0.79 mmol, 1 equiv.) was carried out according to the procedure in step C of Example 5 to give 2-({4′-[(3-Methyl-benzofuran-2-carbonyl)-amino]-biphenyl-4-carbonyl}-amino)-pentanedioic acid di-tert-butyl ester in 12.4% yield (60 mg). MS (ESI) m/z 611.

Sources & evidence

ORD record
ord-dd1421b7e2e34e8fa394aab8f4c28139
Source dataset
uspto-grants-2011_08
Patent number
US07998965B2

Reaction notes

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