Dimethylformamide → 1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-phenyl-1H-pyrrole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

HRID 295968Notes

Reaction equation

HRID 295968 reaction equation
[Br:30][CH2:31][c:32]1[n:33][o:34][c:35](-[c:37]2[s:38][c:39]([Cl:42])[cH:40][cH:41]2)[cH:36]1.[C:24](=[O:25])([O-:26])[O-:27].[CH:1]([CH3:2])([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([NH:10][C:11](=[O:12])[c:13]2[nH:14][c:15](-[c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:16][cH:17]2)[CH2:8][CH2:9]1.[Cs+:28].[Cs+:29].[O:43]=[CH:44][N:45]([CH3:46])[CH3:47]>>[CH:1]([CH3:2])([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([NH:10][C:11](=[O:12])[c:13]2[n:14]([CH2:31][c:32]3[n:33][o:34][c:35](-[c:37]4[s:38][c:39]([Cl:42])[cH:40][cH:41]4)[cH:36]3)[c:15](-[c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:16][cH:17]2)[CH2:8][CH2:9]1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 111501463-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazoleHCID 866110375-phenyl-1H-pyrrole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

Product 1

HCID 113756341-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-phenyl-1H-pyrrole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

Sources & evidence

ORD record
ord-1a2ad2114145421991293f27694d3db1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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