(2-Methoxyethyl)(methyl)amine → HCID 18617637, compound

HRID 1264284Notes

Reaction equation

HRID 1264284 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH3:6].[C:7]([C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH2:18][CH2:19][NH:20][C:21](=[O:35])[C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][N:31]=[C:30](Cl)[N:29]=4)=[CH:24][CH:23]=3)[CH:16]=2)[NH:11][CH:10]=1)#[N:8]>>[C:7]([C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH2:18][CH2:19][NH:20][C:21](=[O:35])[C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][N:31]=[C:30]([N:5]([CH2:4][CH2:3][O:2][CH3:1])[CH3:6])[N:29]=4)=[CH:24][CH:23]=3)[CH:16]=2)[NH:11][CH:10]=1)#[N:8]

Participants

3

Reactant 2

HCID 300977(2-Methoxyethyl)(methyl)amineHCID 18617562N-[2-(3-Cyano-1H-indol-5-yl)-ethyl]-4-[2-chloropyrimidin-4-yl]benzamide

Product 1

HCID 18617637HCID 18617637, compound

Procedure

Using (2-methoxy-ethyl)-methyl-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 2.98 (t, 2H, J=7 Hz); 3.22 (s, 3H); 3.28 (s, 3H); 3.58 (m, 4H); 3.85 (m, 2H); 7.21 (m, 2H); 7.50 (m,2H); 7.93 (d, 2H, J=9 Hz); 8.20 (m, 3H); 8.45 (d, 1H, J=5 Hz); 8.69 (bt, 1H); 12.13 (bs, 1H). MS (ion spray) m/z 455 (M+H)+.

Sources & evidence

ORD record
ord-ea692ead344d467e9f15f09282b59820
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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