1-Butanol → HCID 57990410, compound

HRID 2381655Notes

Reaction equation

HRID 2381655 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](F)=[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([OH:36])CCC>>[NH:24]1[C:25]2[C:21](=[CH:20][CH:19]=[C:18]([NH:17][C:2]3[N:3]=[C:4]([NH:12][CH:13]4[CH2:16][CH2:15][CH2:14]4)[C:5]4[C:10](=[O:36])[CH2:9][NH:8][C:6]=4[N:7]=3)[CH:26]=2)[CH:22]=[N:23]1

Participants

5

Reactant 4

HCID 2631-ButanolHCID 6397ChlorotrimethylsilaneHCID 814231H-Indazol-6-amineHCID 57990370HCID 57990370, compound

Product 1

HCID 57990410HCID 57990410, compound

Conditions

Temperature
116 °C

Procedure

A mixture of 2-chloro-N-cyclobutyl-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-4-amine (54 mg, 0.22 mmol), 6-aminoindazole (90 mg, 0.68 mmol) and TMSCl (0.090 mL, 0.71 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 a sample, which was further purified by preparative TLC using CH2Cl2/MeOH (95/5) as developing solvents to give the titled compound (2 mg). MS 336.1 (M+H)

Workup

  1. concentrationIt was then concentrated in vacuo
  2. customThe residue was purified by HPLC
  3. customto give a sample, which
  4. customwas further purified by preparative TLC

Sources & evidence

ORD record
ord-4234f42bc50d457fab81c6965b0cf69c
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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