(4-Methoxyphenyl)boronic acid → 4'-(4-methoxyphenyl)-1'-(pyridin-2-ylmethyl)-3,7-dihydro-2H-spiro[benzofuro[5,6-b][1,4]dioxine-8,3'-indolin]-2'-one

HRID 2324643Notes

Reaction equation

HRID 2324643 reaction equation
[Br:25][c:26]1[c:27]2[c:28]([cH:29][cH:30][cH:31]1)[N:32]([CH2:48][c:49]1[n:50][cH:51][cH:52][cH:53][cH:54]1)[C:33](=[O:47])[C:34]21[CH2:35][O:36][c:37]2[cH:38][c:39]3[c:40]([cH:45][c:46]21)[O:41][CH2:42][CH2:43][O:44]3.[Br:55][c:56]1[cH:57][cH:58][cH:59][c:60]2[c:90]1[C:77]1([C:75](=[O:76])[N:61]2[CH:62]([c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[c:78]2[c:79]([cH:80][c:81]3[c:86]([cH:87]2)[O:85][CH2:84][CH2:83][O:82]3)[O:88][CH2:89]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([B:9]([OH:10])[OH:11])[cH:7][cH:8]1.[n:12]1[c:13]2[c:14]([cH:15][cH:16][cH:17][cH:18]2)[cH:19][c:20]([B:21]([OH:22])[OH:23])[cH:24]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:26]2[c:27]3[c:28]([cH:29][cH:30][cH:31]2)[N:32]([CH2:48][c:49]2[n:50][cH:51][cH:52][cH:53][cH:54]2)[C:33](=[O:47])[C:34]32[CH2:35][O:36][c:37]3[cH:38][c:39]4[c:40]([cH:45][c:46]32)[O:41][CH2:42][CH2:43][O:44]4)[cH:7][cH:8]1

Participants

5

Reactant 4

HCID 201262(4-Methoxyphenyl)boronic acidHCID 2734663Quinoline-3-boronic acidHCID 593522974'-bromo-1'-(pyridin-2-ylmethyl)-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3'-indol]-2'(1'H)-oneHCID 593525274'-bromo-1'-(diphenylmethyl)-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3'-indol]-2'(1'H)-one

Product 1

HCID 593521654'-(4-methoxyphenyl)-1'-(pyridin-2-ylmethyl)-3,7-dihydro-2H-spiro[benzofuro[5,6-b][1,4]dioxine-8,3'-indolin]-2'-one

Sources & evidence

ORD record
ord-a4e340859dd544db88ec038b5034e78b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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