Dimethylformamide → (+/-)-2-[(4-Methylphenyl)ethynyl]-6,8-dihydrospiro[cyclopenta[g]quinoline-7,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

HRID 95582

Reaction equation

HRID 95582 reaction equation
[C:24](#[CH:25])[c:26]1[cH:27][cH:28][c:29]([CH3:32])[cH:30][cH:31]1.[CH2:33]([NH:34][CH2:35][CH3:36])[CH3:37].[Cl:1][c:2]1[n:3][c:4]2[cH:5][c:6]3[c:7]([cH:8][c:9]2[cH:10][cH:11]1)[CH2:12][C:13]1([CH2:14]3)[C:15](=[O:23])[NH:16][c:17]2[n:18][cH:19][cH:20][cH:21][c:22]21.[O:38]=[CH:39][N:40]([CH3:41])[CH3:42].[Pd:43]([Cl:44])[Cl:45].[c:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1>>[c:2]1([C:25]#[C:24][c:26]2[cH:27][cH:28][c:29]([CH3:32])[cH:30][cH:31]2)[n:3][c:4]2[cH:5][c:6]3[c:7]([cH:8][c:9]2[cH:10][cH:11]1)[CH2:12][C:13]1([CH2:14]3)[C:15](=[O:23])[NH:16][c:17]2[n:18][cH:19][cH:20][cH:21][c:22]21

Participants

7

Reactant 6

HCID 6228DimethylformamideHCID 8021DiethylamineHCID 11776Triphenylphosphine2×HCID 13018p-EthynyltolueneHCID 24290Palladium ChlorideHCID 59594283(+/-)-2-Chloro-6,8-dihydrospiro[cyclopenta[g]quinoline-7,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Product 1

HCID 16736992(+/-)-2-[(4-Methylphenyl)ethynyl]-6,8-dihydrospiro[cyclopenta[g]quinoline-7,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Sources & evidence

ORD record
ord-c4ae76a82c4748c09543e558f0fb6c31
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

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