1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 118022980, compound

HRID 929290Notes

Reaction equation

HRID 929290 reaction equation
[Cl:1][C:2]1[C:6]([NH:7][CH2:8][CH:9]2[CH2:11][CH2:10]2)=[CH:5][N:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1.[O:18]=[C:19]1[CH2:23][CH2:22][CH2:21][N:20]1[CH2:24][C:25](O)=[O:26].CCN=C=NCCCN(C)C>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Cl:1][C:2]1[C:6]([N:7]([CH2:8][CH:9]2[CH2:11][CH2:10]2)[C:25](=[O:26])[CH2:24][N:20]2[CH2:21][CH2:22][CH2:23][C:19]2=[O:18])=[CH:5][N:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1

Participants

6

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 31466872-(2-Oxopyrrolidin-1-yl)acetic acidHCID 67500057HCID 67500057, compound

Product 1

HCID 118022980HCID 118022980, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a 7 mL vial was added 3-chloro-N-(cyclopropylmethyl)-1-(pyridin-3-yl)-1H-pyrazol-4-amine (0.124 g, 0.500 mmol) (prepared according to the U.S. Publication No. 2012/0110702), DMAP (0.183 g, 1.50 mmol), 2-(2-oxopyrrolidin-1-yl)acetic acid (0.143 g, 1.00 mmol), EDCI (0.240 g, 1.25 mmol) followed by CH2Cl2 (1 mL). The reaction mixture was stirred at a temperature of about 25° C. for 18 hours before it was purified by silica gel chromatography (0%-15% MeOH/CH2Cl2) to afford the title compound F98 as a light yellow oil (0.131 g, 70%).

Workup

  1. customprepared
  2. customwas purified by silica gel chromatography (0%-15% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-e4c180f175b24106aa49c1c9a23a802e
Source dataset
uspto-grants-2016_03
Patent number
US09295260B2

Reaction notes

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