(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile → HCID 66576210, compound

HRID 1409396Notes

Reaction equation

HRID 1409396 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]([CH3:31])[CH2:15][N:16]1[CH:20]=[CH:19][C:18]([C:21]2[CH:28]=[C:27]([F:29])[C:24]([C:25]#[N:26])=[C:23]([Cl:30])[CH:22]=2)=[N:17]1>>[Cl:30][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])[CH3:31])[N:17]=2)[CH:28]=[C:27]([F:29])[C:24]=1[C:25]#[N:26]

Participants

3

Reactant 2

HCID 67170587(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrileHCID 84013660HCID 84013660, compound

Product 1

HCID 66576210HCID 66576210, 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 (260 mg, 1.56 mmol) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzo-nitrile (435 mg, 1.56 mmol). Yield 123 mg. 1H-NMR (400 MHz; DMSO-d6): δ 0.81-0.91 (m, 4H), 1.08 (d, 3H), 1.95 (m, 1H), 3.65 (s, 3H), 4.27-4.38 (m, 3H), 7.01 (s, 1H), 7.46 (s, 1H), 7.69 (d, 1H), 7.87 (d, 2H), 7.96 (s, 1H).

Sources & evidence

ORD record
ord-6dbd929f12f0454a924fe6915cf996e8
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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