Morpholine → HCID 10434117, compound

HRID 2113968Notes

Reaction equation

HRID 2113968 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][CH:23]=[C:22]([O:26][CH3:27])[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:22]1[CH:21]=[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:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 86600465HCID 86600465, compound

Product 1

HCID 10434117HCID 10434117, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By treatment of 3-bromo-N-{5-[2-(3-methoxyphenylamino)-pyrimidin-4-yl]-4-methyl-thiazol-2-yl}-propionamide with morpholine. Anal. RP-HPLC: tR=13.6 min (0-60% MeCN, purity>94%). 1H-NMR (DMSO-D6) δ: 1.20 (m, 2H, CH2), 2.48 (m, 4H, CH2), 2.58 (s, 3H, CH3), 3.41-3.57 (m, 6H, CH2), 3.79 (s, 3H, CH3), 6.52 (d, 1H, J=7.0 Hz, Ph-H), 7.07 (d, 1H, J=5.4 Hz, pyrimidinyl-H), 7.15 (t, 1H, J=7.3 Hz, Ph-H), 7.22 (m, 1H, Ph-H), 7.62 (brs, 1H, Ph-H), 8.46 (d, 1H, J=5.5 Hz, pyrimidinyl-H), 9.58 (brs, 1H, NH). MS (ESI+) m/z 456.01 [M+H]+ (C22H26N6SO3 requires 454.55).

Sources & evidence

ORD record
ord-47f46e3f27244aaeadb3fd3f78a31ee5
Source dataset
uspto-grants-2008_10
Patent number
US07432260B2

Reaction notes

Loading…