(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile → HCID 70980516, compound

HRID 1409454Notes

Reaction equation

HRID 1409454 reaction equation
[F:1][C:2]([F:21])([F:20])[CH2:3][C:4]1[N:5]([CH2:12][O:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])[CH:6]=[C:7]([C:9]([OH:11])=O)[N:8]=1.[NH2:22][C@@H:23]([CH3:40])[CH2:24][N:25]1[CH:29]=[CH:28][C:27]([C:30]2[CH:37]=[C:36]([F:38])[C:33]([C:34]#[N:35])=[C:32]([Cl:39])[CH:31]=2)=[N:26]1>>[Cl:39][C:32]1[CH:31]=[C:30]([C:27]2[CH:28]=[CH:29][N:25]([CH2:24][C@@H:23]([NH:22][C:9]([C:7]3[N:8]=[C:4]([CH2:3][C:2]([F:1])([F:21])[F:20])[N:5]([CH2:12][O:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])[CH:6]=3)=[O:11])[CH3:40])[N:26]=2)[CH:37]=[C:36]([F:38])[C:33]=1[C:34]#[N:35]

Participants

3

Reactant 2

HCID 67170587(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrileHCID 86714666HCID 86714666, compound

Product 1

HCID 70980516HCID 70980516, compound

Procedure

The title compound was prepared using the procedure described in Example 32(e) starting from 2-(2,2,2-trifluoroethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-4-carboxylic acid (0.98 mmol, 320 mg) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (0.98 mmol, 273 mg). The product was purified by flash-chromatography. Yield 310 mg. LC-MS: [M+1]=585.25.

Workup

  1. customThe product was purified by flash-chromatography

Sources & evidence

ORD record
ord-8efb0a60fcfe4c47b0a708aad7b851bf
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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