Ethyl 4-amino-1-piperidinecarboxylate → HCID 59553251, compound

HRID 1171294Notes

Reaction equation

HRID 1171294 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][O: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][O: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

Reactant 2

HCID 100867Ethyl 4-amino-1-piperidinecarboxylateHCID 595530953-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide

Product 1

HCID 59553251HCID 59553251, compound

Procedure

Ethyl-4-{[4-({4-[(3-fluoro-5-morpholin-4-ylbenzoyl)amino]-1-naphthyl}oxy)pyrimidin-2-yl]amino}piperidine-1-carboxylate (Compound B341) Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and 4-amino-piperidine-1-carboxylic acid ethyl ester according to conditions described in general procedure C. Mp: 122-124° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.14 (t, J=6.9 Hz, 3 H), 1.17-1.26 (m, 2 H), 1.73 (bs, 2 H), 2.82 (bs, 2 H), 3.26 (t, J=4.4 Hz, 4 H), 3.34 (bs, 1 H), 3.77 (t, J=4.8 Hz, 4 H), 3.89 (bs, 1 H), 3.96-4.01 (m, 2 H), 6.36 (bd, 1 H), 7.04 (d, J=12.4 Hz, 1 H), 7.12 (s, 1H), 7.27 (d, J=8.8 Hz, 1H), 7.40 (d, J=8.0 Hz, 1H), 7.47 (s, 1H), 7.56-7.62 (m, 3 H), 7.82 (d, J=7.6 Hz, 1 H), 8.00 (d, J=8.0 Hz, 1 H), 8.23 (s, 1 H), 10.45 (s, 1 H).

Sources & evidence

ORD record
ord-8d1cbb0970924ef2adf777b4c83e3088
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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