Morpholine → HCID 59809700, compound

HRID 2113964Notes

Reaction equation

HRID 2113964 reaction equation
Cl[CH2:2][CH2:3][C:4]([NH:6][C:7]1[S:8][C:9]([C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[N:14]=2)=[C:10]([CH3:12])[N:11]=1)=[O:5].[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>CC#N>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([NH:19][C:15]2[N:14]=[C:13]([C:9]3[S:8][C:7]([NH:6][C:4](=[O:5])[CH2:3][CH2:2][N:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)=[N:11][C:10]=3[CH3:12])[CH:18]=[CH:17][N:16]=2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 86600461HCID 86600461, compound

Product 1

HCID 59809700HCID 59809700, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of 3-chloro-N-{5-[2-(4-chloro-phenylamino)-pyrimidin-4-yl]-4-methyl-thiazol-2-yl}-propionamide with morpholine. Anal. RP-HPLC: tR=12.7 min (10-70% MeCN, purity>95%). 1H-NMR (CDCl3) δ: 1.50 (m, 2H, CH2), 2.52 (s, 3H, CH3), 3.05-3.78 (m, 8H, CH2), 3.81 (m, 2H, CH2), 7.12 (d, 1H, J=5.5 Hz, pyrimidinyl-H), 7.30 (d, 2H, J=7.0 Hz, Ph-H), 7.80 (d, 2H, J=7.0 Hz, Ph-H), 8.51 (d, 1H, J=5.0 Hz, pyrimidinyl-H), 9.80 (brs, 1H, NH).

Sources & evidence

ORD record
ord-c795dc2ced734c46ac346e51d65bc6b7
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

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