Trifluoroacetic acid → HCID 86686736, compound

HRID 2368993Notes

Reaction equation

HRID 2368993 reaction equation
[C:1]1([C:7]2[N:12]=[CH:11][C:10]([C:13]3[CH:14]=[N:15][N:16]4[C:21]([N:22](COCC[Si](C)(C)C)COCC[Si](C)(C)C)=[CH:20][C:19]([CH:39]5[CH2:44][CH2:43][S:42](=[O:46])(=[O:45])[CH2:41][CH2:40]5)=[N:18][C:17]=34)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>O>[C:1]1([C:7]2[N:12]=[CH:11][C:10]([C:13]3[CH:14]=[N:15][N:16]4[C:21]([NH2:22])=[CH:20][C:19]([CH:39]5[CH2:44][CH2:43][S:42](=[O:45])(=[O:46])[CH2:41][CH2:40]5)=[N:18][C:17]=34)=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68111032HCID 68111032, compound

Product 1

HCID 86686736HCID 86686736, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(6-phenylpyridin-3-yl)-5-(tetrahydro-1,1-dioxido-2H-thiopyran-4-yl)-N,N-bis((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[1,5-a]pyrimidin-7-amine (286.1 mg, 0.42 mmoL) was treated with 50% TFA in H2O (10 mL) until the disappearance of starting material in LCMS. Concentration afforded crude 3-(6-phenylpyridin-3-yl)-5-(tetrahydro-1,1-dioxido-2H-thiopyran-4-yl)pyrazolo[1,5-a]pyrimidin-7-amine: LCMS tR=1.12 Min (5 min run, UV254nm). Mass calculated for, M+ 419.1, observed m/z 420.2 (M+H).

Workup

  1. concentrationConcentration

Sources & evidence

ORD record
ord-9ca36a095d504d90a997426e287b8f39
Source dataset
uspto-grants-2014_04
Patent number
US08703784B2

Reaction notes

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