Triethylamine → HCID 118519582, compound

HRID 1050209Notes

Reaction equation

HRID 1050209 reaction equation
[NH2:1][CH2:2][C@H:3]1[C@H:11]2[N:6]([C:7]3[CH:15]=[CH:14][C:13]([N:16]4[CH:20]=[CH:19][O:18][C:17]4=[O:21])=[CH:12][C:8]=3[O:9][CH2:10]2)[C:5](=[O:22])[O:4]1.[Cl:23][C:24]1[S:28][C:27]([C:29](O)=[O:30])=[CH:26][CH:25]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(CC)CC>CN(C=O)C.C(Cl)Cl>[Cl:23][C:24]1[S:28][C:27]([C:29]([NH:1][CH2:2][C@H:3]2[C@H:11]3[N:6]([C:7]4[CH:15]=[CH:14][C:13]([N:16]5[CH:20]=[CH:19][O:18][C:17]5=[O:21])=[CH:12][C:8]=4[O:9][CH2:10]3)[C:5](=[O:22])[O:4]2)=[O:30])=[CH:26][CH:25]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 950485-Chloro-2-thiophenecarboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 118519578HCID 118519578, compound

Product 1

HCID 118519582HCID 118519582, compoundYield 76.9%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

Using compound (3S,3aS)-3-(aminomethyl)-7-(2-oxooxazol-3-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1 (3H)-one, 5-chlorothiophene-2-carboxylic acid (0.12 g, 0.737 mmol), HATU (0.38 g, 0.982 mmol), and Et3N (0.15 g, 1.473 mmol) as starting materials, DCM (10 ml) and DMF (2 ml) as a mixed solvent, preparation following the method as described in Example 11 (g) afforded white solid 0.17 g, yield 76.9%.

Workup

  1. customas a mixed solvent, preparation

Sources & evidence

ORD record
ord-d81da14f575d417880ec9e4498abd1fd
Source dataset
uspto-grants-2016_07
Patent number
US09382265B2

Reaction notes

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