1-isopropyl-3-(pyridin-4-yl)-1H-pyrazol-5-amine → (2S)-2-Amino-3-(4-fluorophenyl)-N-(1-isopropyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide

HRID 1628279Notes

Reaction equation

HRID 1628279 reaction equation
[CH:1](N1C(N)=CC(C2C=CN=CC=2)=N1)([CH3:3])[CH3:2].[NH2:16][C@@H:17]([CH2:34][C:35]1[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=1)[C:18]([NH:20][C:21]1[NH:25][N:24]=[C:23]([C:26]2[CH:31]=[CH:30][N:29]=[C:28]([NH:32][CH3:33])[CH:27]=2)[CH:22]=1)=[O:19]>>[NH2:16][C@@H:17]([CH2:34][C:35]1[CH:36]=[CH:37][C:38]([F:41])=[CH:39][CH:40]=1)[C:18]([NH:20][C:21]1[N:25]([CH:1]([CH3:3])[CH3:2])[N:24]=[C:23]([C:26]2[CH:31]=[CH:30][N:29]=[C:28]([NH:32][CH3:33])[CH:27]=2)[CH:22]=1)=[O:19]

Participants

3

Reactant 2

HCID 674960761-isopropyl-3-(pyridin-4-yl)-1H-pyrazol-5-amineHCID 178482068HCID 178482068, compound

Product 1

HCID 67496294(2S)-2-Amino-3-(4-fluorophenyl)-N-(1-isopropyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamideYield 75%

Procedure

This title compound was prepared starting from 29.A according the procedure described above for conversion of 18.0 to 18.E. The crude product was purified by flash chromatography on silica gel using 0-15% MeOH/CH2Cl2 for elution to provide 43.1 (510 mg, 75%). MS ESI (positive.) m/e: 397.1 (M+H).

Workup

  1. customThis title compound was prepared
  2. customThe crude product was purified by flash chromatography on silica gel using 0-15% MeOH/CH2Cl2 for elution

Sources & evidence

ORD record
ord-0d729318c89d4581bbb5557d45a49fe5
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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