1-Piperazinecarboxylic acid, ethyl ester → HCID 59553386, compound

HRID 1171327Notes

Reaction equation

HRID 1171327 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21](S(C)(=O)=O)[N:20]=2)=[CH:10][CH:9]=1)=[O:6].[CH2:38]([O:40][C:41]([N:43]1[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]1)=[O:42])[CH3:39]>>[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([N:46]3[CH2:45][CH2:44][N:43]([C:41]([O:40][CH2:38][CH3:39])=[O:42])[CH2:48][CH2:47]3)[N:20]=2)=[CH:10][CH:9]=1)=[O:6]

Participants

3

Reactant 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 667379693-fluoro-N-[4-(2-methanesulfonyl-pyrimidin-4-yloxy)-naphthalen-1-yl]-5-piperidin-1-yl-benzamide

Product 1

HCID 59553386HCID 59553386, compound

Procedure

Compound is prepared from 3-fluoro-N-[4-(2-methanesulfonyl-pyrimidin-4-yloxy)-naphthalen-1-yl]-5-piperidin-1-yl-benzamide and piperazine-1-carboxylic acid ethyl ester according to conditions described in general procedure C. Mp: 105-106° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.14-1.18 (m, 3 H), 1.60-1.62 (m, 6 H), 3.11-3.33 (m, 8 H), 3.52 (s, 4 H), 4.00-4.05 (m, 2 H), 6.22-6.24 (m, 1 H), 6.97 (d, J=11.3 Hz, 2 H), 7.17 (d, J=9.1 Hz, 1 H), 7.42-7.45 (m, 1 H), 7.48 (s, 1 H), 7.57-7.62 (m, 3 H), 7.85 (d, J=8.0 Hz, 1 H), 7.99 (d, J=8.0 Hz, 1 H), 8.29-8.30 (m, 1 H), 10.46 (s, 1 H).

Sources & evidence

ORD record
ord-a4985a944b0d408b98668385ff597a7a
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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