Ethyl 4-amino-1-piperidinecarboxylate → HCID 59553305, compound

HRID 1641183Notes

Reaction equation

HRID 1641183 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][CH:46]([NH2:49])[CH2:45][CH2:44]1)=[O:42])[CH3:39]>>[CH2:38]([O:40][C:41]([N:43]1[CH2:44][CH2:45][CH:46]([NH:49][C:21]2[N:20]=[C:19]([O:18][C:11]3[C:12]4[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=4)[C:8]([NH:7][C:5](=[O:6])[C:4]4[CH:29]=[C:30]([N:32]5[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]5)[CH:31]=[C:2]([F:1])[CH:3]=4)=[CH:9][CH:10]=3)[CH:24]=[CH:23][N:22]=2)[CH2:47][CH2:48]1)=[O:42])[CH3:39]

Participants

3

Procedure

Compound is prepared from 3-fluoro-N-[4-(2-methanesulfonyl-pyrimidin-4-yloxy)-naphthalen-1-yl]-5-piperidin-1-yl-benzamide and 4-amino-piperidine-1-carboxylic acid ethyl ester according to conditions described in general procedure C. 1H NMR (400 MHz, DMSO-d6) δ 1.05-1.19 (m, 5 H), 1.43-1.70 (m, 8 H), 2.79 (s, 2 H), 3.23-3.28 (m, 4 H), 3.70-3.98 (m, 5 H), 6.16-6.34 (bd, 1 H), 6.95 (d, J=12.4 Hz, 1 H), 7.10-7.20 (m, 2 H), 7.38 (d, J=8.0 Hz, 1 H), 7.42 (s, 1 H), 7.53-7.60 (m, 3 H), 7.79 (d, J=7.7 Hz, 1 H), 7.96 (d, J=8.0 Hz, 1 H), 8.21 (s, 1 H), 10.40 (s, 1 H).

Sources & evidence

ORD record
ord-a9b46119f6054384b6e75cb0b36d818c
Source dataset
uspto-grants-2012_02
Patent number
US08114873B2

Reaction notes

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