Diisopropylethylamine → HCID 22507726, compound

HRID 985859Notes

Reaction equation

HRID 985859 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][N:18]=1)[C:13]([OH:15])=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:52]1[CH2:57][CH2:56][O:55][CH2:54][CH:53]1[C:58]1[C:66]2[S:65][C:64]([NH2:67])=[N:63][C:62]=2[C:61]([O:68][CH3:69])=[CH:60][CH:59]=1>C1COCC1.C(Cl)(Cl)Cl>[O:52]1[CH2:57][CH2:56][O:55][CH2:54][CH:53]1[C:58]1[C:66]2[S:65][C:64]([NH:67][C:13](=[O:15])[C:12]3[CH:16]=[CH:17][N:18]=[C:10]([O:9][CH2:8][CH2:7][N:3]4[CH2:4][CH2:5][CH2:6][C:2]4=[O:1])[CH:11]=3)=[N:63][C:62]=2[C:61]([O:68][CH3:69])=[CH:60][CH:59]=1

Participants

7

Reactant 4

HCID 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-ylamineHCID 22507716HCID 22507716, compound

Product 1

HCID 22507726HCID 22507726, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolvent

Procedure

From 2-[2-(2-oxo-pyrrolidin-1-yl)-ethoxy]-isonicotinic acid, HATU and N-ethyldiisopropylamine in THF, then treatment with (+)-7-[1,4]dioxan-2-yl-4-methoxy-benzothiazol-2-ylamine. [α]D20=+57.3° (c=1.03, CHCl3), ES-MS m/e (%): 499 (M+H+, 100).

Sources & evidence

ORD record
ord-1335d727244746489367dc66d901c14b
Source dataset
uspto-grants-2005_03
Patent number
US06872833B2

Reaction notes

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