HCID 59024336, compound → HCID 59023761, compound

HRID 1678264Notes

Reaction equation

HRID 1678264 reaction equation
[S:1]1[C:5]([C:6]2[CH:7]=[C:8](Br)[CH:9]=[C:10]3[C:14]=2[N:13](COCC[Si](C)(C)C)[N:12]=[CH:11]3)=[CH:4][C:3]2[CH:24]=[CH:25][CH:26]=[CH:27][C:2]1=2.S1C(C2C=CC=C3C=2NN=C3[C:42]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][N:45]=2)=[O:43])=CC2C=CC=CC1=2>>[S:1]1[C:5]([C:6]2[CH:7]=[C:8]([C:42]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][N:45]=3)=[O:43])[CH:9]=[C:10]3[C:14]=2[NH:13][N:12]=[CH:11]3)=[CH:4][C:3]2[CH:24]=[CH:25][CH:26]=[CH:27][C:2]1=2

Participants

3

Reactant 2

HCID 59024336HCID 59024336, compoundHCID 178519595HCID 178519595, compound

Product 1

HCID 59023761HCID 59023761, compoundYield 11%

Procedure

Starting with 7-benzo[b]thiophen-2-yl-5-bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazole (Preparation #23, 0.2 g, 0.435 mmol) and using the procedure for the preparation of (7-benzo[b]thiophen-2-yl-1H-indazol-3-yl)-pyridin-2-yl-methanone (Preparation #52 above) provided (7-benzo[b]thiophen-2-yl-1H-indazol-5-yl)-pyridin-2-yl-methanone (17 mg, 11%); (DMSO-d6, 400 MHz) δ 8.79 (d, 1H), 8.65 (s, 1H), 8.54 (s, 1H), 8.27 (s, 1H), 8.24 (s, 1H), 8.11 (m, 1H), 8.05 (m, 2H), 7.95 (m, 1H), 7.72 (m, 1H), 7.45 (m, 2H); RP-HPLC (Table 1, Method e) Rt 2.28 min; m/z: (M−H)− 354.1.

Sources & evidence

ORD record
ord-fdbad19d717f41d7b7d38b2ea210937b
Source dataset
uspto-grants-2011_08
Patent number
US08008481B2

Reaction notes

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