Trifluoroacetic acid → HCID 178480797, compound

HRID 577708Notes

Reaction equation

HRID 577708 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([NH:7][C:8]2[N:9]=[C:10]([O:31][C@H:32]3[CH2:35][C@H:34]([NH:36]C(=O)OC(C)(C)C)[CH2:33]3)[C:11]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)=[CH:15][N:14]([CH2:23][O:24]CC[Si](C)(C)C)[C:12]=3[N:13]=2)[CH:4]=[N:3]1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:36][C@H:34]1[CH2:33][C@H:32]([O:31][C:10]2[C:11]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)=[CH:15][N:14]([CH2:23][OH:24])[C:12]=3[N:13]=[C:8]([NH:7][C:5]3[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=3)[N:9]=2)[CH2:35]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178480803HCID 178480803, compound

Product 1

HCID 178480797HCID 178480797, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution tert-butyl {trans-3-[(2-[(1-methyl-1H-pyrazol-4-yl)amino]-5-(pyridin-2-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]cyclobutyl}carbamate (359 mg, 0.592 mmol) in DCM (3 mL) was added trifluoroacetic acid (2 mL) and stirred at ambient temperature for 2 hrs. The reaction was concentrated down to a dark oil to give the title compound that was used as is for next step. m/z (ESI+) for C20H22N8O2 407.0 (M+H)+.

Workup

  1. concentrationThe reaction was concentrated down to a dark oil

Sources & evidence

ORD record
ord-8abddd0afc204bdda56d0bd3d0115b4b
Source dataset
uspto-grants-2015_05
Patent number
US09040547B2

Reaction notes

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