Chlorotrimethylsilane → HCID 44467881, compound

HRID 2281436Notes

Reaction equation

HRID 2281436 reaction equation
Cl[C:2]1[N:3]=[C:4]([NH:12][CH:13]2[CH2:16][CH2:15][CH2:14]2)[C:5]2[CH:10]=[C:9]([CH3:11])[NH:8][C:6]=2[N:7]=1.[NH2:17][C:18]1[CH:26]=[C:25]2[C:21]([CH:22]=[N:23][NH:24]2)=[CH:20][CH:19]=1.C[Si](Cl)(C)C>C(O)CCC>[CH:13]1([NH:12][C:4]2[C:5]3[CH:10]=[C:9]([CH3:11])[NH:8][C:6]=3[N:7]=[C:2]([NH:17][C:18]3[CH:26]=[C:25]4[C:21]([CH:22]=[N:23][NH:24]4)=[CH:20][CH:19]=3)[N:3]=2)[CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 814231H-Indazol-6-amineHCID 86636614HCID 86636614, compound

Product 1

HCID 44467881HCID 44467881, compoundYield 7.8%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
116 °C

Procedure

A mixture of 2-chloro-N-cyclobutyl-6-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (55 mg, 0.23 mmol), 6-aminoindazole (62 mg, 0.46 mmol) and trimethylsilyl chloride (0.040 mL, 0.31 mmol) in nBuOH (2 mL) was heated at 116° C. overnight. It was then purified by HPLC to give the titled compound (6 mg). MS 334.4 (M+H); UV 239.1, 316.2 nm

Workup

  1. customIt was then purified by HPLC

Sources & evidence

ORD record
ord-c331d6edacfc40c7b77881743a1c88a7
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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