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

HRID 2181520Notes

Reaction equation

HRID 2181520 reaction equation
IC1C=C2C(C(C=CC3C=CC=CC=3)=NN2COCC[Si](CC)(CC)CC)=CC=1.[CH3:30][N:31]([C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)[C:32]1[CH:40]=[C:39]2[C:35]([C:36]([CH:49]=[CH:50][C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)=[N:37][N:38]2COCC[Si](C)(C)C)=[CH:34][CH:33]=1.[K+].[Br-]>CCOC(C)=O.CCCCCC>[CH3:30][N:31]([C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)[C:32]1[CH:40]=[C:39]2[C:35]([C:36]([CH:49]=[CH:50][C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)=[N:37][NH:38]2)=[CH:34][CH:33]=1

Participants

5

Reactant 3

HCID 253877Potassium BromideHCID 69370392methyl-phenyl-(3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]-1H-indazol-6-yl)-amineHCID 697306076-Iodo-3-styryl-1-[2-(triethyl-silanyl)-ethoxymethyl]-1H-indazole

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-(triethyl-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-043b306e8c5e4fedbe1fb2e37420a814
Source dataset
uspto-grants-2005_05
Patent number
US06891044B2

Reaction notes

Loading…