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Dichloromethane → 5-bromo-3-[1-(2,6-dichloro-3-fluorophenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

HRID 826070
Notes
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Reaction equation

HRID 826070 reaction equation
[Br:32][c:33]1[cH:34][c:35]2[c:36]([n:37][cH:38]1)[nH:39][cH:40][c:41]2[CH:42]([OH:43])[c:44]1[c:45]([Cl:52])[c:46]([F:51])[cH:47][cH:48][c:49]1[Cl:50].[CH2:57]1[O:58][CH2:59][CH2:60][CH2:61]1.[CH3:21][CH2:22][CH2:23][CH2:24][Li:25].[CH3:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].[Cl:62][CH2:63][Cl:64].[F:1][CH:2]([S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[S:12](=[O:13])(=[O:14])[c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1.[S:53]([Cl:54])([Cl:55])=[O:56]>>[F:1][C:2]([S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)([S:12](=[O:13])(=[O:14])[c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[CH:42]([c:41]1[c:35]2[cH:34][c:33]([Br:32])[cH:38][n:37][c:36]2[nH:39][cH:40]1)[c:44]1[c:45]([Cl:52])[c:46]([F:51])[cH:47][cH:48][c:49]1[Cl:50]
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 8058HexaneHCID 24386Thionyl ChlorideHCID 16079185Fluorobis(phenylsulfonyl)methaneHCID 67004517(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)(2,6-dichloro-3-fluorophenyl)methanol
HCID 178418339
Butyllithium

Product 1

HCID 866593275-bromo-3-[1-(2,6-dichloro-3-fluorophenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

Sources & evidence

ORD record
ord-8e861d3489824def833381d00e505b32
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes