Potassium Bromide → Methyl-phenyl-(3-styryl-1H-indazol-6-yl)-amine

HRID 724387Notes

Reaction equation

HRID 724387 reaction equation
IC1C=C2C(C(C=CC3C=CC=CC=3)=NN2COCC[Si](C)(C)C)=CC=1.[CH3:27][N:28]([C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1)[C:29]1[CH:37]=[C:36]2[C:32]([C:33]([CH:46]=[CH:47][C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)=[N:34][N:35]2COCC[Si](C)(C)C)=[CH:31][CH:30]=1.[K+].[Br-]>CCOC(C)=O.CCCCCC>[CH3:27][N:28]([C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1)[C:29]1[CH:37]=[C:36]2[C:32]([C:33]([CH:46]=[CH:47][C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)=[N:34][NH:35]2)=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 253877Potassium BromideHCID 693701476-iodo-3-styryl-1-[2-(trimethyl-silanyl)ethoxymethyl]-1H-indazoleHCID 69370392methyl-phenyl-(3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]-1H-indazol-6-yl)-amine

Product 1

HCID 69371726Methyl-phenyl-(3-styryl-1H-indazol-6-yl)-amine

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

6-Iodo-3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]-1H-indazole was converted to methyl-phenyl-{3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]-1H-indazol-6-yl}-amine as described in Example 11, step (v). Rf sm 0.35 Rf p 0.13 (EtOAc:hexane 1:9); IR (KBr) 3031, 2951, 1625, 1595, 1498, 1449, 1326, 1303, 1248, 1212, 1076, 835, 694 cm−1; MS (ESI) [M+H]/z Calc'd 456. Found 456.

Sources & evidence

ORD record
ord-fe39b3d093a2495491c9cf1f6f546a4e
Source dataset
uspto-grants-2006_11
Patent number
US07141587B2

Reaction notes

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