HCID 66900287, compound → HCID 67505358, compound

HRID 1913210Notes

Reaction equation

HRID 1913210 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]2[CH:12]=[N:13][N:14]3[C:19]([N:20](COCC[Si](C)(C)C)COCC[Si](C)(C)C)=[C:18]([C:37]([O:39][CH2:40][CH3:41])=[CH2:38])[C:17]([CH:42]4[CH2:47][CH2:46][S:45](=[O:49])(=[O:48])[CH2:44][CH2:43]4)=[N:16][C:15]=23)[CH:2]=1>CCO>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]2[CH:12]=[N:13][N:14]3[C:19]([NH2:20])=[C:18]([C:37]([O:39][CH2:40][CH3:41])=[CH2:38])[C:17]([CH:42]4[CH2:43][CH2:44][S:45](=[O:49])(=[O:48])[CH2:46][CH2:47]4)=[N:16][C:15]=23)[CH:2]=1

Participants

3

Reactant 1

HCID 66900287HCID 66900287, compound

Product 1

HCID 67505358HCID 67505358, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

3-(quinolin-3-yl)-5-(1,1-dioxo-tetrahydro-2H-thiopyran-4-yl)-6-(1-ethoxyvinyl)-N,N-bis((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[1,5-a]pyrimidin-7-amine (Int-2c, 169 mg, 0.23 mmol) in a 1:1 mixture of EtOH/4 N HCl (6.0 mL) was heated at 60° C. for 3 h and concentrated. The residue was purified by PrepLC to give 53 mg (53%) of the title compound (HCl salt) as a light yellow solid. LC/MS RT=2.95 min (10 min method). Mass calculated for, M+H 436.14, observed 436.14.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by PrepLC

Sources & evidence

ORD record
ord-b354d1afe3ce483483924d6f680ead5a
Source dataset
uspto-grants-2013_12
Patent number
US08609675B2

Reaction notes

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