Morpholine → HCID 18617636, compound

HRID 1264282Notes

Reaction equation

HRID 1264282 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[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:1]5[CH2:6][CH2:5][O:4][CH2:3][CH2:2]5)[N:29]=4)=[CH:24][CH:23]=3)[CH:16]=2)[NH:11][CH:10]=1)#[N:8]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 18617562N-[2-(3-Cyano-1H-indol-5-yl)-ethyl]-4-[2-chloropyrimidin-4-yl]benzamide

Product 1

HCID 18617636HCID 18617636, compound

Procedure

Using morpholine 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 (bt, 2H, J=7 Hz); 3.56 (m, 2H); 3.70 (bs, 4H); 3.79 (bs, 4H); 7.18 (d, 1H, J=9 Hz); 7.32 (d, 1H, J=5 Hz); 7.49 (m, 2H); 7.94 (d, 2H, J=8 Hz); 8.22 (m, 3H); 8.50 (d, 1H, J=5 Hz); 8.74 (bt, 1H); 12.20 (bs, 1H). MS (ion spray) m/z 453 (M+H)+.

Sources & evidence

ORD record
ord-d2a30aee205f44cb894db1821703ce39
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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