Dimethylformamide → Tert-butyl 4-[4-(3-chloro-2-fluoroanilino)-7-methoxyquinazolin-6-yl]oxy-2-(dimethylcarbamoyl)pyrrolidine-1-carboxylate

HRID 934607Notes

Reaction equation

HRID 934607 reaction equation
[C:23]([CH3:24])([CH3:25])([CH3:26])[O:27][C:28](=[O:29])[N:30]1[CH:31]([C:48]([N:49]([CH3:50])[CH3:51])=[O:52])[CH2:32][CH:33]([O:35][S:36]([c:37]2[cH:38][cH:39][c:40]([N+:41]([O-:42])=[O:43])[cH:44][cH:45]2)(=[O:46])=[O:47])[CH2:34]1.[CH3:55][N:56]([CH3:57])[CH:58]=[O:59].[Cl:1][c:2]1[c:3]([F:22])[c:4]([NH:5][c:6]2[n:7][cH:8][n:9][c:10]3[cH:11][c:12]([O:17][CH3:18])[c:13]([OH:16])[cH:14][c:15]23)[cH:19][cH:20][cH:21]1.[Cs+:54].[F-:53]>>[Cl:1][c:2]1[c:3]([F:22])[c:4]([NH:5][c:6]2[n:7][cH:8][n:9][c:10]3[cH:11][c:12]([O:17][CH3:18])[c:13]([O:16][CH:33]4[CH2:32][CH:31]([C:48]([N:49]([CH3:50])[CH3:51])=[O:52])[N:30]([C:28]([O:27][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:29])[CH2:34]4)[cH:14][c:15]23)[cH:19][cH:20][cH:21]1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 28179Fluoride IonHCID 104967Cesium cationHCID 574768684-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-olHCID 72628725Tert-butyl 2-(dimethylcarbamoyl)-4-(4-nitrophenyl)sulfonyloxypyrrolidine-1-carboxylate

Product 1

HCID 69837874Tert-butyl 4-[4-(3-chloro-2-fluoroanilino)-7-methoxyquinazolin-6-yl]oxy-2-(dimethylcarbamoyl)pyrrolidine-1-carboxylate

Sources & evidence

ORD record
ord-e775882379714a4c9b2b71a99746d8cc
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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