Ethyl 4-piperidinecarboxylate → HCID 59553429, compound

HRID 1171415Notes

Reaction equation

Cl[CH2:2][CH2:3][O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([NH:15][C:16](=[O:30])[C:17]2[CH:22]=[C:21]([N:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:20]=[C:19]([F:29])[CH:18]=2)=[CH:7][CH:6]=1.[CH2:31]([O:33][C:34]([CH:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1)=[O:35])[CH3:32]>>[CH2:31]([O:33][C:34]([CH:36]1[CH2:41][CH2:40][N:39]([CH2:2][CH2:3][O:4][C:5]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]([NH:15][C:16](=[O:30])[C:17]3[CH:22]=[C:21]([N:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)[CH:20]=[C:19]([F:29])[CH:18]=3)=[CH:7][CH:6]=2)[CH2:38][CH2:37]1)=[O:35])[CH3:32]

Participants

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylate

HCID 59553352HCID 59553352, compound

Product 1

HCID 59553429HCID 59553429, compound

Procedure

Compound is prepared from N-[4-(2-chloroethoxy)-naphthalen-1-yl]-3-fluoro-5-piperidin-1-yl-benzamide and piperidine-4-carboxylic acid ethyl ester according to conditions described in general procedure N. 1H NMR 300 MHz (CDCl3) 8.31 (dd, 1H, J=1.2 and 8.4 Hz), 7.88 (s, 1H), 7.83 (d, 1H, J=7.5 Hz), 7.73 (d, 1H, J=8.1Hz), 7.54 (m, 2H), 7.31 (s, 1H), 6.98 (d, 1H, J=7.8 Hz), 6.84 (d, 1H, J=8.4 Hz), 6.76 (d, 1H, J=11.7 Hz), 4.31 (t, 2H, J=5.7 Hz), 4.14 (q, 2H, J=6.9 Hz), 3.28 (m, 4H), 3.05 (m, 2H), 2.97 (t, 2H, J=5.7 Hz), 2.24-2.32 (m, 3H), 1.64-1.97 (m, 10H), 1.25 (t, 3H, J=7.5 Hz).

Sources & evidence

ORD record: ord-b0cb3623d1334c81be174858524e0fb6
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07829560B2

Reaction notes

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