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6-(Dimethylamino)pyridine-3-boronic acid → 1'-(pyridin-2-ylmethyl)-4'-pyrimidin-5-yl-5,6-dihydrospiro[benzo[1,2-b:5,4-b']difuran-3,3'-indol]-2'(1'H)-one

HRID 690712
Notes
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Reaction equation

HRID 690712 reaction equation
[Br:1][c:2]1[c:3]2[c:4]([cH:5][cH:6][cH:7]1)[N:8]([CH2:23][c:24]1[n:25][cH:26][cH:27][cH:28][cH:29]1)[C:9](=[O:22])[C:10]21[c:11]2[c:12]([cH:15][c:16]3[c:20]([cH:21]2)[CH2:19][CH2:18][O:17]3)[O:13][CH2:14]1.[Br:30][c:31]1[cH:32][cH:33][cH:34][c:35]2[c:56]1[C:44]1([C:42](=[O:43])[N:36]2[CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[c:45]2[cH:46][c:47]3[c:51]([cH:52][c:53]2[O:54][CH2:55]1)[O:50][CH2:49][O:48]3.[CH3:66][N:67]([CH3:68])[c:69]1[n:70][cH:71][c:72]([B:73]([OH:74])[OH:75])[cH:76][cH:77]1.[n:57]1[cH:58][n:59][cH:60][c:61]([B:63]([OH:64])[OH:65])[cH:62]1>>[c:2]1(-[c:61]2[cH:60][n:59][cH:58][n:57][cH:62]2)[c:3]2[c:4]([cH:5][cH:6][cH:7]1)[N:8]([CH2:23][c:24]1[n:25][cH:26][cH:27][cH:28][cH:29]1)[C:9](=[O:22])[C:10]21[c:11]2[c:12]([cH:15][c:16]3[c:20]([cH:21]2)[CH2:19][CH2:18][O:17]3)[O:13][CH2:14]1
ParticipantsSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 27632716-(Dimethylamino)pyridine-3-boronic acidHCID 2795193(Pyrimidin-5-yl)boronic acidHCID 592633394'-bromo-1'-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)oneHCID 592634004'-bromo-1'-(pyridin-2-ylmethyl)-5,6-dihydrospiro[benzo[1,2-b:5,4-b']difuran-3,3'-indol]-2'(1'H)-one

Product 1

HCID 59263369
1'-(pyridin-2-ylmethyl)-4'-pyrimidin-5-yl-5,6-dihydrospiro[benzo[1,2-b:5,4-b']difuran-3,3'-indol]-2'(1'H)-one

Sources & evidence

ORD record
ord-589f6001390d4378844baa07ecb9ec36
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes