Chlorotrimethylsilane → HCID 44467815, compound

HRID 2381652Notes

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[C:10]([Cl:11])=[CH:9][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>[Cl:11][C:10]1[C:5]2[C:4]([NH:12][CH:13]3[CH2:16][CH2:15][CH2:14]3)=[N:3][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:7][C:6]=2[NH:8][CH:9]=1

Participants

Conditions

Temperature: 116 °C

Procedure

A mixture of 2,5-dichloro-N-cyclobutyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (23 mg, 0.089 mmol), 6-aminoindazole (40 mg, 0.30 mmol) and TMSCl (0.040 mL, 0.32 mmol) in nBuOH (2 mL) was stirred at 116° C. for 18 h. It was then concentrated in vacuo. The residue was purified by HPLC to give the titled compound (8 mg). MS 354.0, 356.0 (M+H, Cl pattern); UV 201.4, 246.2, 307.9 nm.

Workup

concentrationIt was then concentrated in vacuo
customThe residue was purified by HPLC

Sources & evidence

ORD record: ord-9b01f77227fc439fb47fa78496259925
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08258144B2

Reaction notes

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