(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chlorobenzonitrile → HCID 66575737, compound

HRID 1409442Notes

Reaction equation

HRID 1409442 reaction equation
[CH:1]1([C:4]2[N:5]([CH3:12])[CH:6]=[C:7]([C:9]([OH:11])=O)[N:8]=2)[CH2:3][CH2:2]1.[NH2:13][C@@H:14]([CH3:30])[CH2:15][N:16]1[CH:20]=[CH:19][C:18]([C:21]2[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[C:23]([Cl:29])[CH:22]=2)=[N:17]1>>[Cl:29][C:23]1[CH:22]=[C:21]([C:18]2[CH:19]=[CH:20][N:16]([CH2:15][C@@H:14]([NH:13][C:9]([C:7]3[N:8]=[C:4]([CH:1]4[CH2:2][CH2:3]4)[N:5]([CH3:12])[CH:6]=3)=[O:11])[CH3:30])[N:17]=2)[CH:28]=[CH:27][C:24]=1[C:25]#[N:26]

Participants

3

Reactant 2

HCID 67170882(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chlorobenzonitrileHCID 84013660HCID 84013660, compound

Product 1

HCID 66575737HCID 66575737, compound

Procedure

The title compound was prepared using the procedure described in Example 32(e) starting from 2-cyclopropyl-1-methyl-1H-imidazole-4-carboxylic acid (0.160 g, 0.96 mmol) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro benzonitrile (0.251 g, 0.96 mmol). The product was purified with flash chromatography. Yield 166 mg. 1H-NMR (400 MHz; DMSO-d6): δ 0.80-0.92 (m, 4H), 1.07 (d, 3H), 1.94-1.98 (m, 1H), 3.65 (s, 3H), 4.26-4.38 (m, 3H), 6.95 (s, 1H), 7.47 (s, 1H), 7.75 (d, 1H), 7.81 (s, 1H); 7.96 (s, 2H), 8.08 (s, 1H). LC-MS: [M+1]=409.28.

Workup

  1. customThe product was purified with flash chromatography

Sources & evidence

ORD record
ord-d4a60c5dc3044ba3b15404dbbaa5a402
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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