HCID 66879223, compound → HCID 178450659, compound

HRID 1913238Notes

Reaction equation

HRID 1913238 reaction equation
[C:1]([O:5][C:6]([CH:8]1[CH2:13][CH2:12][CH:11]([C:14](=O)[CH2:15][C:16]([O:18]CC)=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:22][C:23]1[CH:27]=[CH:26][NH:25][N:24]=1>ClCCl>[C:1]([O:5][C:6]([CH:8]1[CH2:9][CH2:10][CH:11]([C:14]2[CH:15]=[C:16]([OH:18])[N:24]3[N:25]=[CH:26][CH:27]=[C:23]3[N:22]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 66879223HCID 66879223, compoundHCID 178418806HCID 178418806, compound

Product 1

HCID 178450659HCID 178450659, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

4-(2-Ethoxycarbonyl-acetyl)-cyclohexanecarboxylic acid t-butyl ester (8.5 g) and 3-amino-1H-pyrazole (Int-7a, 26.5 mmol, 2.2 g) were mixed and heated neat at 100° C. for 16 hours. The resulting residue was dissolved in dichloromethane (100 mL) and concentrated in vacuo to remove water formed during cyclization. This solid was taken forward without further purification. LC-MS: 318 [M+H].

Workup

  1. concentrationconcentrated in vacuo
  2. customto remove water
  3. customformed during cyclization
  4. customThis solid was taken forward without further purification

Sources & evidence

ORD record
ord-1a4b36750de6423e94df6f99d8e2cf1b
Source dataset
uspto-grants-2013_12
Patent number
US08609675B2

Reaction notes

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