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Morpholine → N-[4-Methoxy-7-(tetrahydro-pyran-2-yl)-benzothiazol-2-yl]-2-morpholin-4-yl-isonicotinamide

HRID 1582167
Notes
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Reaction equation

HRID 1582167 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][N:27]=1)[C:5]([NH:7][C:8]1[S:9][C:10]2[C:16]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)=[CH:15][CH:14]=[C:13]([O:23][CH3:24])[C:11]=2[N:12]=1)=[O:6].C(=O)([O-])[O-].[Cs+].[Cs+].[NH:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1>CN1C(=O)CCC1>[CH3:24][O:23][C:13]1[C:11]2[N:12]=[C:8]([NH:7][C:5](=[O:6])[C:4]3[CH:25]=[CH:26][N:27]=[C:2]([N:34]4[CH2:39][CH2:38][O:37][CH2:36][CH2:35]4)[CH:3]=3)[S:9][C:10]=2[C:16]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)=[CH:15][CH:14]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8083MorpholineHCID 10796Cesium carbonateHCID 103104522-bromo-N-[4-methoxy-7-(tetrahydro-pyran-2-yl)-benzothiazol-2-yl]-isonicotinamide

Product 1

HCID 10288409N-[4-Methoxy-7-(tetrahydro-pyran-2-yl)-benzothiazol-2-yl]-2-morpholin-4-yl-isonicotinamide

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidone
Solvent

Procedure

From 2-bromo-N-[4-methoxy-7-(tetrahydro-pyran-2-yl)-benzothiazol-2-yl]-isonicotinamide with cesium carbonate and morpholine in NMP. ES-MS m/e (%): 455 (M+H+, 100).

Sources & evidence

ORD record
ord-4eddccf2b1334718a5a2eac8dd276d5c
Source dataset
uspto-grants-2004_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06734179B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes