Piperidin-4-ol → HCID 18617787, compound

HRID 1264288Notes

Reaction equation

HRID 1264288 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]([C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH2:19][CH2:20][NH:21][C:22](=[O:36])[C:23]3[CH:28]=[CH:27][C:26]([C:29]4[CH:34]=[CH:33][N:32]=[C:31](Cl)[N:30]=4)=[CH:25][CH:24]=3)[CH:17]=2)[NH:12][CH:11]=1)#[N:9]>>[C:8]([C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH2:19][CH2:20][NH:21][C:22](=[O:36])[C:23]3[CH:28]=[CH:27][C:26]([C:29]4[CH:34]=[CH:33][N:32]=[C:31]([N:5]5[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]5)[N:30]=4)=[CH:25][CH:24]=3)[CH:17]=2)[NH:12][CH:11]=1)#[N:9]

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 18617562N-[2-(3-Cyano-1H-indol-5-yl)-ethyl]-4-[2-chloropyrimidin-4-yl]benzamide

Product 1

HCID 18617787HCID 18617787, compound

Procedure

Using 4-hydroxy-piperidine and N-[2-(3-Cyano-1H-indol-5-yl)-ethyl]-4-[2-chloro-pyrimidin-4-yl]-benzamide (reference example 1az) as substrates. 1H NMR (DMSO) δ 1.36 (m, 2H); 1.82 (m, 2H); 2.98 (t, 2H, J=7 Hz); 3.34 (m, 2H); 3.55 (m, 2H); 3.76 (bs, 1H); 4.39 (bd, 2H); 4.75 (bs, 1H); 7.20 (m, 2H); 7.48 (m, 2H); 7.92 (d, 2H, J=9 Hz); 8.20 (m, 3H); 8.45 (d, 1H, J=5 Hz); 8.67 (bt, 1H); 12.12 (bs, 1H). MS (ion spray) m/z 467 (M+H)+.

Sources & evidence

ORD record
ord-034040cd9a7f447aaa1e824e577ed189
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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