4-(N-Boc-amino)piperidine → HCID 67092302, compound

HRID 2074086Notes

Reaction equation

HRID 2074086 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][C:7]2[N:11]([CH2:12][C:13]([OH:15])=O)[N:10]=[C:9]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH:8]=2)=[CH:4][CH:3]=1.[NH:24]1[CH2:29][CH2:28][CH:27]([NH:30]C(=O)OC(C)(C)C)[CH2:26][CH2:25]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2[N:11]([CH2:12][C:13]([N:24]3[CH2:29][CH2:28][CH:27]([NH2:30])[CH2:26][CH2:25]3)=[O:15])[N:10]=[C:9]([C:16]3[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=3)[CH:8]=2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 7238334-(N-Boc-amino)piperidineHCID 670925255-[(4-fluorophenyl)methyl]-3-(4-pyridinyl)-1H-Pyrazole-1-acetic acid

Product 1

HCID 67092302HCID 67092302, compound

Procedure

The title compound was prepared as in Example 7, except [5-(4-fluorobenzyl)-3-pyridin-4-yl-1H-pyrazol-1-yl]acetic acid (3.40 g, 10.93 mmol) and tert-butyl piperidin-4-ylcarbamate (2.36 g, 12.02 mmol) were used. The title compound was isolated as an off-white solid, 3.8 g, 90%. 1H NMR (400 MHz, DMSO-D6) δ ppm 8.53 (d, 2 H), 7.66 (d, 2 H), 7.30 (t, 2 H), 7.14 (t, 2 H), 6.51 (s, 1 H), 5.16 (q, 2 H), 4.09 (d, 1 H), 3.94 (s, 2 H), 3.78 (d, 1 H), 3.07 (t, 1 H), 2.68-2.83 (m, 2 H), 1.63-1.79 (m, 2 H), 1.13-1.28 (m, 1 H), 0.99-1.12 (m, 1 H); m/z (APCI+) for C22H24N5OF 394.2 (M+H)+.

Sources & evidence

ORD record
ord-eaf4bddefe0b472d9a5c8531bfed88f8
Source dataset
uspto-grants-2011_04
Patent number
US07919488B2

Reaction notes

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