Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 90295617, compound

HRID 1050225Notes

Reaction equation

HRID 1050225 reaction equation
[O:1]=[C:2]1[N:6]2[C:7]3[CH:14]=[CH:13][C:12]([N:15]4[CH2:20][CH2:19][O:18][CH2:17][C:16]4=[O:21])=[CH:11][C:8]=3[O:9][CH2:10][C@H:5]2[C@H:4]([C:22]([OH:24])=O)[O:3]1.Cl.[Cl:26][C:27]1[S:31][C:30]([NH2:32])=[CH:29][CH:28]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[Cl:26][C:27]1[S:31][C:30]([NH:32][C:22]([C@H:4]2[C@H:5]3[N:6]([C:7]4[CH:14]=[CH:13][C:12]([N:15]5[CH2:20][CH2:19][O:18][CH2:17][C:16]5=[O:21])=[CH:11][C:8]=4[O:9][CH2:10]3)[C:2](=[O:1])[O:3]2)=[O:24])=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 665706625-Chlorothiophen-2-amine--hydrogen chloride (1/1)HCID 90295836HCID 90295836, compound

Product 1

HCID 90295617HCID 90295617, compoundYield 60.34%

Procedure

Using compound (3R,3 aS)-1-oxo-7-(3-oxomorpholin-4-yl)-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-carboxylic acid (90 mg, 0.269 mmol), 5-chlorothiophene-2-amine hydrochloride (55 mg, 0.323 mmol), HATU (154 mg, 0.404 mmol), and TEA (95.3 mg, 0.943 mmol) as starting materials, preparation following the method as described in Example 11 (g) afforded white solid 73 mg, yield: 60.34%.

Workup

  1. custommaterials, preparation

Sources & evidence

ORD record
ord-0b1c0242c1b346b8824457872e836d1b
Source dataset
uspto-grants-2016_07
Patent number
US09382265B2

Reaction notes

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