Chlorotrimethylsilane → HCID 44467883, compound

HRID 2381666Notes

Reaction equation

HRID 2381666 reaction equation
Cl[C:2]1[N:3]=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1.[NH2:21][C:22]1[CH:30]=[C:29]2[C:25]([CH:26]=[N:27][NH:28]2)=[CH:24][CH:23]=1.C[Si](Cl)(C)C>C(O)CCC>[NH:28]1[C:29]2[C:25](=[CH:24][CH:23]=[C:22]([NH:21][C:2]3[N:3]=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][N:15]4[CH2:20][CH2:19][O:18][CH2:17][CH2:16]4)[C:5]4[CH:10]=[CH:9][NH:8][C:6]=4[N:7]=3)[CH:30]=2)[CH:26]=[N:27]1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 814231H-Indazol-6-amineHCID 86636616HCID 86636616, compound

Product 1

HCID 44467883HCID 44467883, compoundYield 18.5%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
116 °C

Procedure

A mixture of 2-chloro-N-(3-morpholinopropyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (65 mg, 0.22 mmol), 6-aminoindazole (80 mg, 0.60 mmol) and trimethylsilyl chloride (0.100 mL, 0.72 mmol) in nBuOH (3 mL) was heated at 116° C. overnight. It was then purified by HPLC to give the titled compound (16 mg). MS 393.5 (M+H); UV 217.9, 239.1, 309.1 nm.

Workup

  1. customIt was then purified by HPLC

Sources & evidence

ORD record
ord-d5e0a4a5e4f9473199f5fee51f597e2b
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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