[(1S)-1-(5-fluoropyridin-2-yl)propyl]amine → HCID 178466926, compound

HRID 450394Notes

Reaction equation

HRID 450394 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([O:14][CH2:15][CH3:16])[NH:11][N:10]=2)[C:5]([N+:17]([O-:19])=[O:18])=[CH:4][CH:3]=1.[F:20][C:21]1[CH:22]=[CH:23][C:24]([C@@H:27]([NH2:30])[CH2:28][CH3:29])=[N:25][CH:26]=1>>[CH2:15]([O:14][C:12]1[NH:11][N:10]=[C:9]([NH:8][C:6]2[C:5]([N+:17]([O-:19])=[O:18])=[CH:4][CH:3]=[C:2]([NH:30][C@H:27]([C:24]3[CH:23]=[CH:22][C:21]([F:20])=[CH:26][N:25]=3)[CH2:28][CH3:29])[N:7]=2)[CH:13]=1)[CH3:16]

Participants

3

Reactant 2

HCID 68779594[(1S)-1-(5-fluoropyridin-2-yl)propyl]amine2×HCID 1784669196-Chloro-N-(5-ethoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amine2×

Product 1

HCID 178466926HCID 178466926, compound

Procedure

The title compound was prepared using a procedure similar to the one described for the synthesis of Intermediate 28 using 6-chloro-N-(5-ethoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amine (Intermediate 26) and [(1S)-1-(5-fluoropyridin-2-yl)propyl]amine (Intermediate 35) as the starting materials. LCMS: 402 [M+1]. 1H NMR (400 MHz, DMSO-d6) δ 12.00 (s, 1H), 11.00 (s, 1H), 8.80 (s, 1H), 8.50 (s, 1H), 8.10 (d, 1H), 7.60 (m, 1H), 7.20 (m, 1H), 6.30 (m, 1H), 5.80 (s, 1H), 5.00 (m, 1H), 4.10 (q, 2H), 2.00 (m, 2H), 1.40 (d, 3H), 1.10 (t, 3H).

Sources & evidence

ORD record
ord-19476ba6d99e4117bcdcc97dbc4109ed
Source dataset
uspto-grants-2013_07
Patent number
US08486966B2

Reaction notes

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