2,4-Dimethoxybenzoic acid → HCID 22507748, compound

HRID 985840Notes

Reaction equation

HRID 985840 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=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:47]1[CH2:52][CH2:51][O:50][CH2:49][CH:48]1[C:53]1[C:61]2[S:60][C:59]([NH2:62])=[N:58][C:57]=2[C:56]([O:63][CH3:64])=[CH:55][CH:54]=1>C1COCC1.C(Cl)(Cl)Cl>[O:47]1[CH2:52][CH2:51][O:50][CH2:49][CH:48]1[C:53]1[C:61]2[S:60][C:59]([NH:62][C:5](=[O:7])[C:4]3[CH:8]=[CH:9][C:10]([O:12][CH3:13])=[CH:11][C:3]=3[O:2][CH3:1])=[N:58][C:57]=2[C:56]([O:63][CH3:64])=[CH:55][CH:54]=1

Participants

7

Reactant 4

HCID 70522,4-Dimethoxybenzoic 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 22507748HCID 22507748, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolvent

Procedure

From 2,4-dimethoxybenzoic acid, HATU and N-ethyldiisopropylamine in THF, then treatment with (+)-7-[1,4]dioxan-2-yl-4-methoxy-benzothiazol-2-ylamine. [α]D20=+21.7° (c=0.50, CHCl3), ES-MS m/e (%): 431 (M+H+, 100).

Sources & evidence

ORD record
ord-76a058595b094347b614fc3b128d8788
Source dataset
uspto-grants-2005_03
Patent number
US06872833B2

Reaction notes

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