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4-Methylmorpholine → 4-(2-Methoxy-ethoxy)-N-(7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-yl)-benzamide

HRID 917431
Notes
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Reaction equation

HRID 917431 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=O)=[CH:8][CH:7]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1.[CH3:46][O:47][C:48]1[C:49]2[N:62]=[C:61]([NH2:63])[S:60][C:50]=2[C:51]([N:54]2[CH2:59][CH2:58][O:57][CH2:56][CH2:55]2)=[N:52][CH:53]=1>C1COCC1>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([NH:63][C:61]2[S:60][C:50]3[C:51]([N:54]4[CH2:59][CH2:58][O:57][CH2:56][CH2:55]4)=[N:52][CH:53]=[C:48]([O:47][CH3:46])[C:49]=3[N:62]=2)=[O:12])=[CH:13][CH:14]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 64855624-(2-Methoxyethoxy)benzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 860385537-Methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-ylamine

Product 1

HCID 86597256
4-(2-Methoxy-ethoxy)-N-(7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-yl)-benzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

From 4-(2-methoxy-ethoxy)-benzoic acid, HATU and N-methylmorpholine in THF, then treatment with 7-methoxy-4-morpholin-4-yl-thiazolo[5,4-c]pyridin-2-ylamine. ES-MS m/e (%): 445 (M+H+, 100).

Sources & evidence

ORD record
ord-038f032d11954e2d9551261f89bc33ed
Source dataset
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07273865B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes