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Hydrochloric Acid → 2-(tert-Butyl-dimethyl-silanyloxy)-5-{2-[4-(2-chloro-ethoxy)-phenyl]-7-methoxy-4-methyl-2H-chromen-3-yl}-pyridine

HRID 832387
Notes
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Reaction equation

HRID 832387 reaction equation
[C:17]([CH3:18])([CH3:19])([CH3:20])[Si:21]([O:22][c:23]1[cH:24][cH:25][c:26]([C:29]2=[C:38]([CH3:39])[c:37]3[c:32]([cH:33][c:34]([O:40][CH3:41])[cH:35][cH:36]3)[O:31][CH:30]2[OH:42])[cH:27][n:28]1)([CH3:43])[CH3:44].[CH3:12][CH2:13][CH2:14][CH2:15][Li:16].[CH3:51][c:52]1[cH:53][cH:54][cH:55][cH:56][cH:57]1.[CH3:58][CH2:59][CH2:60][CH2:61][CH2:62][CH3:63].[Cl:1][CH2:2][CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]([I:11])[cH:9][cH:10]1.[ClH:45].[O:46]1[CH2:47][CH2:48][CH2:49][CH2:50]1>>[Cl:1][CH2:2][CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]([CH:30]2[C:29]([c:26]3[cH:25][cH:24][c:23]([O:22][Si:21]([C:17]([CH3:18])([CH3:19])[CH3:20])([CH3:43])[CH3:44])[n:28][cH:27]3)=[C:38]([CH3:39])[c:37]3[c:32]([cH:33][c:34]([O:40][CH3:41])[cH:35][cH:36]3)[O:31]2)[cH:9][cH:10]1
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 8028TetrahydrofuranHCID 8058HexaneHCID 113580261-(2-Chloroethoxy)-4-iodobenzeneHCID 115168783-[6-(tert-butyl-dimethyl-silanyloxy)-pyridin-3-yl]-7-methoxy-4-methyl-2H-chromen-2-olHCID 178418339
Butyllithium

Product 1

HCID 114975112-(tert-Butyl-dimethyl-silanyloxy)-5-{2-[4-(2-chloro-ethoxy)-phenyl]-7-methoxy-4-methyl-2H-chromen-3-yl}-pyridine

Sources & evidence

ORD record
ord-111ee9e27bc64b85974becd8985be2bd
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