Morpholine → HCID 10072677, compound

HRID 2113967Notes

Reaction equation

HRID 2113967 reaction equation
Br[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]([O:26][CH3:27])=[CH:22][CH:21]=3)[N:14]=2)=[C:10]([CH3:12])[N:11]=1)=[O:5].[NH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1>CC#N>[CH3:27][O: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:28]4[CH2:33][CH2:32][O:31][CH2:30][CH2:29]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 86600464HCID 86600464, compound

Product 1

HCID 10072677HCID 10072677, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of 3-bromo-N-{5-[2-(4-methoxy-phenylamino)-pyrimidin-4-yl]-4-methyl-thiazol-2-yl}-propionamide with morpholine. Anal. RP-HPLC: tR=12.7 min (0-60% MeCN, purity>90%). 1H-NMR (CDCl3) δ: 1.20 (m, 2H, CH2), 2.54-2.63 (m, 7H, CH3 and CH2), 3.34 (m, 2H, CH2), 3.80 (m, 5H, CH3 and CH2), 4.03 (m, 2H, CH2), 6.87-6.92 (m, 3H, pyrimidinyl-H and Ph-H), 7.17 (brs, 1H, NH), 7.53 (m, 2H, Ph-H), 8.35 (m, 1H, pyrimidinyl-H), 10.33 (brs, 1H, NH).

Sources & evidence

ORD record
ord-0c6aa0b1209c4633a1badc3818582289
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

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