2-[(S)-4-Boc-3-benzylpiperazinyl]-6-[3-methyl-1-(trimethylsilyl)ethoxymethyl-1H-indazol-5-yl]pyrazine → HCID 178434244, compound

HRID 643353Notes

Reaction equation

HRID 643353 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[N:18][CH:17]=[C:16]([C:20]3[CH:21]=[C:22]4[C:26](=[CH:27][CH:28]=3)[N:25](COC([Si](C)(C)C)C)[N:24]=[C:23]4[CH3:37])[N:15]=2)[CH2:10][C@@H:9]1[CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)(OC(C)(C)C)=O>FC(F)(F)C(O)=O>[CH2:38]([C@@H:9]1[NH:8][CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[N:18][CH:17]=[C:16]([C:20]3[CH:21]=[C:22]4[C:26](=[CH:27][CH:28]=3)[NH:25][N:24]=[C:23]4[CH3:37])[N:15]=2)[CH2:10]1)[C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

Participants

3

Reactant 1

HCID 686890392-[(S)-4-Boc-3-benzylpiperazinyl]-6-[3-methyl-1-(trimethylsilyl)ethoxymethyl-1H-indazol-5-yl]pyrazine

Product 1

HCID 178434244HCID 178434244, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2-[(S)-4-Boc-3-benzylpiperazinyl]-6-[3-methyl-1-(trimethylsilyl)ethoxymethyl-1H-indazol-5-yl]pyrazine 118 (0.115 g, 0.187 mmol) was dissolved in a 90% aqueous trifloroacetic acid solution (10 mL). The reaction mixture was stirred at room temperature for 16 hours. The solvent was evaporated under reduced pressure. The crude product was purified by RP-HPLC to yield the desired 2-[(S)-3-benzylpiperazinyl]-6-[3-methyl-1H-indazol-5-yl]pyrazine 119 (0.072 g, 0.187 mmol).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customThe crude product was purified by RP-HPLC

Sources & evidence

ORD record
ord-2dc9448b5695403ea7c0fc95a725d1bf
Source dataset
uspto-grants-2010_04
Patent number
US07700601B2

Reaction notes

Loading…