Acetic Acid → 1,3-Dihydro-5-nitro-1′-[[2-(trimethylsilyl)ethoxy]methyl]spiro[2H-indene-2,3′-[3H]pyrrolo[2,3-b]pyridin]-2′(1′H)-one

HRID 2127199Notes

Reaction equation

HRID 2127199 reaction equation
[Br:1][CH2:2][c:3]1[c:4]([CH2:12][Br:13])[cH:5][c:6]([N+:9](=[O:10])[O-:11])[cH:7][cH:8]1.[C:32](=[O:33])([O-:34])[O-:35].[CH3:14][Si:15]([CH2:16][CH2:17][O:18][CH2:19][N:20]1[C:21](=[O:29])[CH2:22][c:23]2[c:24]1[n:25][cH:26][cH:27][cH:28]2)([CH3:30])[CH3:31].[CH3:38][C:39](=[O:40])[OH:41].[Cs+:36].[Cs+:37].[O:42]=[CH:43][N:44]([CH3:45])[CH3:46]>>[CH2:2]1[c:3]2[c:4]([cH:5][c:6]([N+:9](=[O:10])[O-:11])[cH:7][cH:8]2)[CH2:12][C:22]12[C:21](=[O:29])[N:20]([CH2:19][O:18][CH2:17][CH2:16][Si:15]([CH3:14])([CH3:30])[CH3:31])[c:24]1[c:23]2[cH:28][cH:27][cH:26][n:25]1

Participants

7

Reactant 6

HCID 176Acetic AcidHCID 6228DimethylformamideHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 108523601,2-Bis(bromomethyl)-4-nitrobenzeneHCID 574588861-{[2-(Trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one

Product 1

HCID 591667381,3-Dihydro-5-nitro-1′-[[2-(trimethylsilyl)ethoxy]methyl]spiro[2H-indene-2,3′-[3H]pyrrolo[2,3-b]pyridin]-2′(1′H)-one

Sources & evidence

ORD record
ord-e4d9f1fb32e74cd5987a9820775ab5b6
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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