4-(1-Pyrrolidinyl)piperidine → HCID 57885808, compound

HRID 659480Notes

Reaction equation

HRID 659480 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8][N:9]2[CH2:14][CH2:13][NH:12][C:11]3[N:15]=[CH:16][C:17]([C:19]4[CH:27]=[CH:26][C:22]([C:23]([OH:25])=O)=[CH:21][CH:20]=4)=[CH:18][C:10]2=3)=[CH:6][CH:5]=[CH:4][N:3]=1.[N:28]1([CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)[CH2:32][CH2:31][CH2:30][CH2:29]1>>[Cl:1][C:2]1[C:7]([CH2:8][N:9]2[CH2:14][CH2:13][NH:12][C:11]3[N:15]=[CH:16][C:17]([C:19]4[CH:27]=[CH:26][C:22]([C:23]([N:36]5[CH2:37][CH2:38][CH:33]([N:28]6[CH2:32][CH2:31][CH2:30][CH2:29]6)[CH2:34][CH2:35]5)=[O:25])=[CH:21][CH:20]=4)=[CH:18][C:10]2=3)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 57886066HCID 57886066, compound

Product 1

HCID 57885808HCID 57885808, compoundYield 20%

Procedure

4-[1-(2-Chloropyridin-3-ylmethyl)-1,2,3,4-tetrahydropyrido[2,3-b]pyrazin-7-yl]benzoic acid (38 mg) was reacted with 4-(1-pyrrolidinyl)piperidine as in General Procedure 8 to give the title compound as a yellow solid (20% yield). LCMS: m/z=516.89 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 1.50 (1H, m), 1.80 (5H, m), 1.97 (2H, m), 2.27 (1H, m), 2.58 (4H, m), 3.01 (2H, m), 3.50 (2H, m), 3.67 (2H, m), 3.79 (1H, m), 4.54 (2H, s), 4.95 (1H, bs), 6.58 (1H, d, J=1.5 Hz), 7.23 (1H, m), 7.36 (4H, m), 7.62 (1H, dd, J=7.6, 1.8 Hz), 7.73 (1H, d, J=1.8 Hz), 8.34 (1H, dd, J=4.8, 1.8 Hz).

Sources & evidence

ORD record
ord-d7c6476df8384e66bc66bba53db079f5
Source dataset
uspto-grants-2011_12
Patent number
US08080561B2

Reaction notes

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