Morpholine → N-(7-Methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-yl)-2-morpholin-4-ylmethyl-isonicotinamide

HRID 917446Notes

Reaction equation

HRID 917446 reaction equation
[CH3:1][O:2][C:3]1[C:4]2[N:17]=[C:16]([NH2:18])[S:15][C:5]=2[C:6]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:7][CH:8]=1.Cl[CH2:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][N:29]=1)[C:24](Cl)=[O:25].C(N(C(C)C)C(C)C)C.[NH:39]1[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1>ClCCCl.C1COCC1>[CH3:1][O:2][C:3]1[C:4]2[N:17]=[C:16]([NH:18][C:24](=[O:25])[C:23]3[CH:27]=[CH:28][N:29]=[C:21]([CH2:20][N:39]4[CH2:44][CH2:43][O:42][CH2:41][CH2:40]4)[CH:22]=3)[S:15][C:5]=2[C:6]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)=[N:7][CH:8]=1

Participants

7

Reactant 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 219192322-(Chloromethyl)pyridine-4-carbonyl chlorideHCID 860385537-Methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-ylamine

Product 1

HCID 86597268N-(7-Methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-yl)-2-morpholin-4-ylmethyl-isonicotinamide

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

From 7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-ylamine with 2-chloromethyl-isonicotinoyl chloride and N-ethyldiisopropylamine in 1,2-dichloroethane and THF; then subsequent treatment with morpholine. ES-MS m/e (%): 471 (M+H+, 100).

Sources & evidence

ORD record
ord-e4a896c696e248a18f19c28fc2659bdf
Source dataset
uspto-grants-2007_09
Patent number
US07273865B2

Reaction notes

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