N-Methylethylamine → HCID 70029513, compound

HRID 1264287Notes

Reaction equation

[CH2:1]([NH:3][CH3:4])[CH3:2].[C:5]([C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][CH2:17][NH:18][C:19](=[O:33])[C:20]3[CH:25]=[CH:24][C:23]([C:26]4[CH:31]=[CH:30][N:29]=[C:28](Cl)[N:27]=4)=[CH:22][CH:21]=3)[CH:14]=2)[NH:9][CH:8]=1)#[N:6]>>[C:5]([C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][CH2:17][NH:18][C:19](=[O:33])[C:20]3[CH:25]=[CH:24][C:23]([C:26]4[CH:31]=[CH:30][N:29]=[C:28]([N:3]([CH2:1][CH3:2])[CH3:4])[N:27]=4)=[CH:22][CH:21]=3)[CH:14]=2)[NH:9][CH:8]=1)#[N:6]

Participants

Reactant 2

HCID 12219N-Methylethylamine

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

Product 1

HCID 70029513HCID 70029513, compound

Procedure

Using ethylmethylamine 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 1.15 (t, 3H, J=7 Hz); 2.99 (bt, 2H); 3.17 (s, 3H); 3.56 (m, 2H); 3.73 (m, 2H); 7.20 (m, 2H); 7.50 (m, 2H); 7.94 (d, 2H, J=7 Hz); 8.20 (m, 3H); 8.44 (d, 1H, J=5 Hz); 8.69 (bs, 1H); 12.14 (bs, 1H). MS (ion spray) m/z 425 (M+H)+.

Sources & evidence

ORD record: ord-503dda72b00b44fb9afbcd69a0d5fd98
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06541505B1

Reaction notes

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