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Dimethylformamide → 4-(3-hydroxyprop-1-ynyl)-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one

HRID 2140527
Notes
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Reaction equation

HRID 2140527 reaction equation
[Br:5][c:6]1[c:7]2[c:11]([cH:12][cH:13][cH:14]1)[NH:10][C:9](=[O:15])[C:8]2=[CH:16][c:17]1[nH:18][cH:19][cH:20][c:21]1[O:22][CH3:23].[CH2:1]([C:2]#[CH:3])[OH:4].[CH3:31][CH2:32][N:33]([CH2:34][CH3:35])[CH2:36][CH3:37].[Cu:24][I:25].[O:26]=[CH:27][N:28]([CH3:29])[CH3:30]>>[CH2:1]([C:2]#[C:3][c:6]1[c:7]2[c:11]([cH:12][cH:13][cH:14]1)[NH:10][C:9](=[O:15])[C:8]2=[CH:16][c:17]1[nH:18][cH:19][cH:20][c:21]1[O:22][CH3:23])[OH:4]
ParticipantsSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 7859Propargyl alcoholHCID 8471TriethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 542125274-bromo-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one

Product 1

HCID 513463714-(3-hydroxyprop-1-ynyl)-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one

Sources & evidence

ORD record
ord-e1332769fc9b4fab82f68e8d1f7d2af0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes