4-(1-Pyrrolidinyl)piperidine → HCID 57886061, compound

HRID 659482Notes

Reaction equation

[F:1][C:2]([F:31])([F:30])[O:3][C:4]1[CH:29]=[CH:28][CH:27]=[CH:26][C:5]=1[CH2:6][N:7]1[CH2:12][CH2:11][NH:10][C:9]2[N:13]=[CH:14][C:15]([C:17]3[CH:25]=[CH:24][C:20]([C:21]([OH:23])=O)=[CH:19][CH:18]=3)=[CH:16][C:8]1=2.[N:32]1([CH:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)[CH2:36][CH2:35][CH2:34][CH2:33]1>>[N:32]1([CH:37]2[CH2:42][CH2:41][N:40]([C:21]([C:20]3[CH:24]=[CH:25][C:17]([C:15]4[CH:14]=[N:13][C:9]5[NH:10][CH2:11][CH2:12][N:7]([CH2:6][C:5]6[CH:26]=[CH:27][CH:28]=[CH:29][C:4]=6[O:3][C:2]([F:30])([F:31])[F:1])[C:8]=5[CH:16]=4)=[CH:18][CH:19]=3)=[O:23])[CH2:39][CH2:38]2)[CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

Reactant 2

HCID 787034-(1-Pyrrolidinyl)piperidine

HCID 57885919HCID 57885919, compound

Product 1

HCID 57886061HCID 57886061, compoundYield 65%

Procedure

4-{1-[2-(Trifluoromethoxy)benzyl]-1,2,3,4-tetrahydropyrido[2,3-b]pyrazin-7-yl}benzoic acid (98 mg) was reacted with 4-(1-pyrrolidinyl)piperidine as in General Procedure 8 to give the title compound as a yellow solid (65% yield). LCMS: m/z=565.98 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 1.53 (2H, bs), 2.88 (7H, m), 2.27 (1H, m), 2.57 (4H, s), 2.98 (2H, m), 3.46 (2H, m), 3.63 (2H, m), 3.81 (1H, bs), 4.55 (2H, s), 5.21 (1H, s), 6.71 (1H, s), 7.33 (8H, m), 7.71 (1H, s).

Sources & evidence

ORD record: ord-e6fdffbc780a463aaeb171dccf9ec624
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08080561B2

Reaction notes

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