Cyclopropanemethanamine → HCID 18617724, compound

HRID 1264283Notes

Reaction equation

[CH:1]1([CH2:4][NH2:5])[CH2:3][CH2:2]1.[C:6]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:17][CH2:18][NH:19][C:20](=[O:34])[C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][N:30]=[C:29](Cl)[N:28]=4)=[CH:23][CH:22]=3)[CH:15]=2)[NH:10][CH:9]=1)#[N:7]>>[C:6]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:17][CH2:18][NH:19][C:20](=[O:34])[C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][N:30]=[C:29]([NH:5][CH2:4][CH:1]5[CH2:3][CH2:2]5)[N:28]=4)=[CH:23][CH:22]=3)[CH:15]=2)[NH:10][CH:9]=1)#[N:7]

Participants

Reactant 2

HCID 75646Cyclopropanemethanamine

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

Product 1

HCID 18617724HCID 18617724, compound

Procedure

Using cyclopropylmethyl-amine 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 0.26 (m, 2H); 0.44 (m, 2H); 3.00 (bt, 2H, J=7 Hz); 3.25 (bs, 2H); 3.56 (m, 2H); 7.20 (m, 2H); 7.36 (bt, 1H); 7.50 (m, 2H); 7.94 (d, 2H, J=8 Hz); 8.29 (m, 3H); 8.38 (d, 1H, J=5 Hz); 8.69 (bt, 1H); 12.15 (bs, 1H). MS (ion spray) m/z 437 (M+H)+.

Sources & evidence

ORD record: ord-73ed2788fd7f4e6baa07ec7af022ff0f
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06541505B1

Reaction notes

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