4-Methylmorpholine → HCID 178427146, compound

HRID 551207Notes

Reaction equation

HRID 551207 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

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-1b3cc150380e4a3cb6639ec08c06bb7e
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

Loading…