1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178438882, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH2:13][CH:14]([NH2:16])[CH3:15])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:17]([F:20])([F:19])[F:18].[C:21]([C:25]1[CH:29]=[C:28]([C:30](O)=[O:31])[NH:27][N:26]=1)([CH3:24])([CH3:23])[CH3:22].C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C>>[C:21]([C:25]1[CH:29]=[C:28]([C:30]([NH:16][CH:14]([CH3:15])[CH2:13][C:11]2[O:12][C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:17]([F:20])([F:18])[F:19])[CH:4]=3)=[CH:9][CH:10]=2)=[O:31])[NH:27][N:26]=1)([CH3:24])([CH3:22])[CH3:23]Participants
6
Reactant 5
Product 1
Procedure
3-tert-butyl-N-(1-(5-(4-chloro-3-(trifluoromethyl)phenyl)furan-2-yl)propan-2-yl)-1H-pyrazole-5-carboxamide was prepared from 1-(5-(4-chloro-3-(trifluoromethyl)phenyl)furan-2-yl)propan-2-amine (0.500 g, 1.651 mmol), 3-tert-butyl-1H-pyrazole-5-carboxylic acid (0.306 g, 1.817 mmol), HOBt (0.246 g, 1.817 mmol), DIPEA (0.576 ml, 3.303 mmol) and EDCI (0.349 g, 1.817 mmol) using the method of Example 1(d) producing 0.692 g of the title compound. 1H-NMR (400 MHz; d6-DMSO): δ 1.19 (d, 3H), 1.26 (s, 9H), 2.87-2.92 (m, 1H), 2.96-3.00 (m, 1H), 4.29-4.37 (m, 1H), 6.29-6.32 (m, 1H), 7.04-7.10 (m, 1H), 7.57-7.73 (m, 1H), 7.88-7.98 (m, 3H), 12.84 (m, 1H).
Sources & evidence
- ORD record
- ord-6343ad7cc91641498eef4752d1ee15c5
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08975254B2
Reaction notes
Loading…