Chlorotrimethylsilane → HCID 44467674, compound

HRID 2381636Notes

Reaction equation

Cl[C:2]1[N:3]=[C:4]([NH:24][CH:25]2[CH2:27][CH2:26]2)[C:5]2[C:10]([C:11](=[O:13])[CH3:12])=[CH:9][N:8](S(C3C=CC(C)=CC=3)(=O)=O)[C:6]=2[N:7]=1.[NH2:28][C:29]1[CH:37]=[C:36]2[C:32]([CH:33]=[N:34][NH:35]2)=[CH:31][CH:30]=1.C[Si](Cl)(C)C>C(O)CCC>[NH:35]1[C:36]2[C:32](=[CH:31][CH:30]=[C:29]([NH:28][C:2]3[N:3]=[C:4]([NH:24][CH:25]4[CH2:26][CH2:27]4)[C:5]4[C:10]([C:11](=[O:13])[CH3:12])=[CH:9][NH:8][C:6]=4[N:7]=3)[CH:37]=2)[CH:33]=[N:34]1

Participants

Conditions

Temperature: 116 °C

Procedure

A mixture of 1-(2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethanone (85 mg, 0.21 mmol), 6-aminoindazole (56 mg, 0.42 mmol) and TMSCl (0.070 mL, 0.55 mmol) in nBuOH (3 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 (30 mg). MS 348.1 (M+H); UV 248.7, 305.7 nm.

Workup

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

Sources & evidence

ORD record: ord-daa557d433a74069a9b3b44d0333bbfd
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08258144B2

Reaction notes

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