HCID 69545617, compound → HCID 18406992, compound

HRID 1016465Notes

Reaction equation

HRID 1016465 reaction equation
C(OC(=O)[N:7]([CH:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1)[CH2:8][CH2:9][NH:10][C:11]1[N:16]2[N:17]=[C:18]([CH3:28])[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=3[Cl:27])=[C:15]2[N:14]=[C:13]([CH3:29])[CH:12]=1)(C)(C)C>C(O)C>[ClH:26].[CH:30]1([NH:7][CH2:8][CH2:9][NH:10][C:11]2[N:16]3[N:17]=[C:18]([CH3:28])[C:19]([C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=4[Cl:27])=[C:15]3[N:14]=[C:13]([CH3:29])[CH:12]=2)[CH2:31][CH2:32][CH2:33][CH2:34]1

Participants

3

Reactant 1

HCID 69545617HCID 69545617, compound

Product 1

HCID 18406992HCID 18406992, compoundYield 186.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The cyclopentyl-{2-[3-(2,3-dichloro-phenyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-ylamino]-ethyl}-carbamic acid tert-butyl ester (21 mg, 0.040 mmol) was stirred for 1 hour in 2:1 ethanol/concentrated aqueous hydrochloric acid (1.5 mL), concentrated under reduced pressure, and then concentrated 2 additional times from ethanol to give the title compound (17 mg, 94%): +APcI MS (M+1)+ 418; 1H NMR (methanol-d4) δ: 7.69 (d, 1H), 7.50-7.40 (m, 2H), 6.78 (s, 1H), 4.06 (br s, 2H), 3.63 (br m, 1H), 3.42 (br s, 2H), 2.60 (s, 3H), 2.34 (s, 3H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. concentrationconcentrated 2 additional times from ethanol

Sources & evidence

ORD record
ord-1dcafdac218e4c8c9d6b89811cca3b94
Source dataset
uspto-grants-2002_11
Patent number
US06476038B1

Reaction notes

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