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4-Methylmorpholine → HCID 178427146, compound

HRID 1629854
Notes
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Reaction equation

HRID 1629854 reaction equation
[O:1]=[S:2]1(=[O:19])[NH:7][CH2:6][CH2:5][CH:4](C)[N:3]1[C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][C:10]=1[CH3:18].[Cl:20][C:21]1[CH:32]=[CH:31][C:24]2[NH:25][C:26]([C@@H:28]([NH2:30])[CH3:29])=[N:27][C:23]=2[CH:22]=1.[CH3:33]N(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CN1CCOCC1>CN(C=O)C>[Cl:20][C:21]1[CH:32]=[CH:31][C:24]2[NH:25][C:26]([C@@H:28]([NH:30][C:13](=[O:15])[C:12]3[CH:16]=[CH:17][C:9]([N:3]4[CH2:4][CH2:5][CH2:6][N:7]([CH3:33])[S:2]4(=[O:1])=[O:19])=[C:10]([CH3:18])[CH:11]=3)[CH3:29])=[N:27][C:23]=2[CH:22]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 42034613(S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamineHCID 670484604-(1,1-Dioxo-3-methyl-[1,2,6]thiadiazinan-2-yl)-3-methyl-benzoic acid

Product 1

HCID 178427146HCID 178427146, compound

Reagents, catalysts & solvents

1
HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1f from 4-(1,1-dioxo-3-methyl-[1,2,6]thiadiazinan-2-yl)-3-methyl-benzoic acid, (1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamine, TBTU and NMM in DMF with subsequent purification by preparative HPLC.

Sources & evidence

ORD record
ord-019eaab67aeb4928b18c7e95da683fce
Source dataset
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08791103B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes