Carbonate Ion → 2-Chloro-4-(2-ethyl-3-hydroxy-3-methyl-5-oxopyrrolidin-1-yl)benzonitrile

HRID 119135

Reaction equation

HRID 119135 reaction equation
[Br:1][c:2]1[cH:3][c:4]([Cl:10])[c:5]([C:6]#[N:7])[cH:8][cH:9]1.[C:63](=[O:64])([O-:65])[O-:66].[CH2:11]([CH3:12])[CH:13]1[C:14]([CH3:19])([OH:20])[CH2:15][C:16](=[O:18])[NH:17]1.[Cs+:67].[Cs+:68].[O:107]=[C:108]([CH:109]=[CH:110][c:111]1[cH:112][cH:113][cH:114][cH:115][cH:116]1)[CH:117]=[CH:118][c:119]1[cH:120][cH:121][cH:122][cH:123][cH:124]1.[O:71]=[C:72]([CH:73]=[CH:74][c:75]1[cH:76][cH:77][cH:78][cH:79][cH:80]1)[CH:81]=[CH:82][c:83]1[cH:84][cH:85][cH:86][cH:87][cH:88]1.[O:89]=[C:90]([CH:91]=[CH:92][c:93]1[cH:94][cH:95][cH:96][cH:97][cH:98]1)[CH:99]=[CH:100][c:101]1[cH:102][cH:103][cH:104][cH:105][cH:106]1.[Pd:69].[Pd:70].[c:21]1([P:22]([c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[c:29]2[c:30]3[c:54]([cH:55][cH:56][cH:57]2)[C:51]([CH3:52])([CH3:53])[c:33]2[c:32]([c:37]([P:38]([c:39]4[cH:40][cH:41][cH:42][cH:43][cH:44]4)[c:45]4[cH:46][cH:47][cH:48][cH:49][cH:50]4)[cH:36][cH:35][cH:34]2)[O:31]3)[cH:58][cH:59][cH:60][cH:61][cH:62]1>>[c:2]1([N:17]2[CH:13]([CH2:11][CH3:12])[C:14]([CH3:19])([OH:20])[CH2:15][C:16]2=[O:18])[cH:3][c:4]([Cl:10])[c:5]([C:6]#[N:7])[cH:8][cH:9]1

Participants

8

Reactant 7

HCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 70104204-Bromo-2-chlorobenzonitrileHCID 178437767HCID 178437767, compound

Product 1

HCID 723257062-Chloro-4-(2-ethyl-3-hydroxy-3-methyl-5-oxopyrrolidin-1-yl)benzonitrile

Sources & evidence

ORD record
ord-f32a1123101145b9aff75c0de8abaae0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

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