3-(Dimethylamino)benzoic acid → HCID 22507752, compound

HRID 985830Notes

Reaction equation

HRID 985830 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)C(C)C)C.[O:46]1[CH2:51][CH2:50][O:49][CH2:48][CH:47]1[C:52]1[C:60]2[S:59][C:58]([NH2:61])=[N:57][C:56]=2[C:55]([O:62][CH3:63])=[CH:54][CH:53]=1>C1COCC1.C(Cl)(Cl)Cl>[CH3:12][N:2]([CH3:1])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH:61][C:58]1[S:59][C:60]2[C:52]([CH:47]3[CH2:48][O:49][CH2:50][CH2:51][O:46]3)=[CH:53][CH:54]=[C:55]([O:62][CH3:63])[C:56]=2[N:57]=1)=[O:8]

Participants

7

Reactant 4

HCID 668373-(Dimethylamino)benzoic acidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 22507697(+)-7-[1,4)Dioxan-2-yl-4-methoxy-benzothiazol-2-ylamine

Product 1

HCID 22507752HCID 22507752, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolvent

Procedure

From 3-dimethylaminobenzoic acid, HATU and N-ethyldiisopropylamine in THF, then treatment with (+)-7-[1,4]dioxan-2-yl-4-methoxy-benzothiazol-2-ylamine. [α]D20=+18.7° (c=1.06, CHCl3), ES-MS m/e (%): 414 (M+H+, 100).

Sources & evidence

ORD record
ord-aa3e89a9a0c541c7b7f608f76fbf50c6
Source dataset
uspto-grants-2005_03
Patent number
US06872833B2

Reaction notes

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