1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 131724921, compound

HRID 1353918Notes

Reaction equation

HRID 1353918 reaction equation
C([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][O:13]1)[N:7]=[C:6]2[C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=1)[C:21]([OH:23])=O)#N.C1C=CC2N(O)N=[N:33][C:31]=2C=1.CCN=C=NCCCN(C)C.[F:48][C:49]1[CH:56]=[CH:55][C:52]([CH2:53][NH2:54])=[CH:51][CH:50]=1>>[C:31]([CH:15]1[CH2:14][O:13][CH:12]([N:8]2[C:9]3[C:5](=[CH:4][CH:3]=[CH:11][CH:10]=3)[C:6]([C:18]3[CH:19]=[C:20]([C:21]([NH:54][CH2:53][C:52]4[CH:55]=[CH:56][C:49]([F:48])=[CH:50][CH:51]=4)=[O:23])[CH:24]=[CH:25][CH:26]=3)=[N:7]2)[CH2:17][CH2:16]1)#[N:33]

Participants

5

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 673264-FluorobenzylamineHCID 757711-HydroxybenzotriazoleHCID 22480305HCID 22480305, compound

Product 1

HCID 131724921HCID 131724921, compoundYield 92%

Procedure

The reaction of 3-(5-cyano-1-perhydro-2H-pyran-2-yl-1H-indazol-3-yl)benzoic acid (1.0 g, 2.87 mmol), HOBT (1.16 g, 8.62 mmol), EDCI (1.64 g, 8.62 mmol) and 4-fluorobenzylamine (0.98 mL, 1.07 g, 8.62 mmol) furnished 1.2 g (90% yield) of the title compound. ES-MS (m/z) 455 [M]+.

Sources & evidence

ORD record
ord-df6518ce82af4fd79ef7c408eeacef98
Source dataset
uspto-grants-2007_05
Patent number
US07220771B2

Reaction notes

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