Hydrochloric Acid → HCID 58173353, compound

HRID 2047009Notes

Reaction equation

HRID 2047009 reaction equation
C[Si](C)(C)CCOC[N:7](COCC[Si](C)(C)C)[C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]3[CH:18]=[N:19][C:20]4[C:25]([CH:26]=3)=[CH:24][CH:23]=[CH:22][CH:21]=4)=[C:12]2[N:11]=[C:10]([CH:27]2[CH2:32][N:31](C(OC(C)(C)C)=O)[CH:30]([C:40]([O:42]C(C)(C)C)=[O:41])[CH2:29][CH2:28]2)[CH:9]=1.Cl>C(O)C>[NH2:7][C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]3[CH:18]=[N:19][C:20]4[C:25]([CH:26]=3)=[CH:24][CH:23]=[CH:22][CH:21]=4)=[C:12]2[N:11]=[C:10]([CH:27]2[CH2:32][NH:31][CH:30]([C:40]([OH:42])=[O:41])[CH2:29][CH2:28]2)[CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67494377HCID 67494377, compound

Product 1

HCID 58173353HCID 58173353, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Di-tert-butyl 5-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1,2-dicarboxylate (45 mg, 0.056 mmol) was dissolved in ethanol (1 ml) and treated with 3N hydrochloride solution (1.4 ml) at 65° C. for 4 h. The reaction solution was concentrated and purified by prep-LC to afford the title compound (9.6 mg): LC/MS RT=2.01 min. Mass calculated for, M+H 389.17, observed 389.17.

Workup

  1. concentrationThe reaction solution was concentrated
  2. custompurified by prep-LC

Sources & evidence

ORD record
ord-649fa58e2c754fca8e653a19017addec
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

Loading…