tert-Butyl piperazine-1-carboxylate → HCID 70025958, compound

HRID 1264292Notes

Reaction equation

HRID 1264292 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:14]([C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([CH2:25][CH2:26][NH:27][C:28](=[O:42])[C:29]3[CH:34]=[CH:33][C:32]([C:35]4[CH:40]=[CH:39][N:38]=[C:37](Cl)[N:36]=4)=[CH:31][CH:30]=3)[CH:23]=2)[NH:18][CH:17]=1)#[N:15]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:37]2[N:36]=[C:35]([C:32]3[CH:33]=[CH:34][C:29]([C:28](=[O:42])[NH:27][CH2:26][CH2:25][C:22]4[CH:23]=[C:24]5[C:19](=[CH:20][CH:21]=4)[NH:18][CH:17]=[C:16]5[C:14]#[N:15])=[CH:30][CH:31]=3)[CH:40]=[CH:39][N:38]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 18617562N-[2-(3-Cyano-1H-indol-5-yl)-ethyl]-4-[2-chloropyrimidin-4-yl]benzamide

Product 1

HCID 70025958HCID 70025958, compound

Procedure

Using piperazine-1-carboxylic acid tert-butyl ester 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 1.44 (s, 9H); 2.98 (t, 2H, J=7 Hz); 3.45 (bs, 4H); 3.56 (m, 2H); 3.83 (bs, 4H); 7.18 (d, 1H, J=8 Hz); 7.31 (d, 1H, J=5 Hz); 7.48 (d, 1H, J=8 Hz); 7.51 (s, 1H); 7.94 (d, 2H, J=8 Hz); 8.22 (m, 3H); 8.49 (d, 1H, J=5 Hz); 8.70 (bt, 1H); 12.12 (bs, 1H). MS (ion spray) m/z 552 (M+H)+.

Sources & evidence

ORD record
ord-594b6db3fab54dec98573ffc06db25bb
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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