HCID 69969103, compound → HCID 22617847, compound

HRID 842020Notes

Reaction equation

HRID 842020 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][NH:16][C:17]1[N:22]2[N:23]=[C:24]([CH3:36])[C:25]([C:26]3[C:31]([Cl:32])=[CH:30][C:29]([C:33]#[N:34])=[CH:28][C:27]=3[Cl:35])=[C:21]2[N:20]=[C:19]([CH3:37])[CH:18]=1)[CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)(C)(C)C>C(O)C>[ClH:32].[Cl:32][C:31]1[CH:30]=[C:29]([CH:28]=[C:27]([Cl:35])[C:26]=1[C:25]1[C:24]([CH3:36])=[N:23][N:22]2[C:17]([NH:16][CH2:15][CH2:14][NH:7][CH:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)=[CH:18][C:19]([CH3:37])=[N:20][C:21]=12)[C:33]#[N:34]

Participants

3

Reactant 1

HCID 69969103HCID 69969103, compound

Product 1

HCID 22617847HCID 22617847, compoundYield 268.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To {2-[3-(2,6-Dichloro-4-cyano-phenyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-ylamino]-ethyl}-(tetrahydro-pyran-4-yl)-carbamic acid tert-butyl ester (10 mg, 0.015 mmol) was added 2:1 ethanol/concentrated aqueous hydrochloric acid (1 mL). The reaction was stirred 3 hours at room temperature, concentrated under reduced pressure, and then concentrated 3 additional times from ethanol to give a solid that was triturated from ether to afford the title compound (10 mg, quantitative): +APcI MS (M+1)+459; 1H NMR (methanol-d4) δ: 8.06 (s, 2H), 6.90 (s, 1H), 2.62 (s, 3H), 2.32 (s, 3H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. concentrationconcentrated 3 additional times from ethanol
  3. customto give a solid
  4. customthat was triturated from ether

Sources & evidence

ORD record
ord-8f61059177ac40c09ffe411b3dc60795
Source dataset
uspto-grants-2002_04
Patent number
US06372743B1

Reaction notes

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