Phosphorus oxychloride → Ethyl12-chloro-7-thia-4,9,11-triazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene-4-carboxylate

HRID 38522Notes

Reaction equation

HRID 38522 reaction equation
O=[C:2]1[NH:7][CH:6]=[N:5][C:4]2[S:8][C:9]3[CH2:13][N:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][C:10]=3[C:3]1=2.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:2]1[C:3]2[C:10]3[CH2:11][N:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:13][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 58116983Ethyl 4-oxo-3,4,5,7-tetrahydro-6H-pyrrolo[3',4':4,5]thieno[2,3-d]pyrimidine-6-carboxylate

Product 1

HCID 58116864Ethyl12-chloro-7-thia-4,9,11-triazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene-4-carboxylateYield 67%

Procedure

In analogy to Example 11A, ethyl 4-oxo-3,4,5,7-tetrahydro-6H-pyrrolo[3′,4′:4,5]thieno[2,3-d]pyrimidine-6-carboxylate from Example 20A (1.70 g, 6.41 mmol) was reacted with phosphoryl chloride to yield 1.23 g (67%) of the title compound.

Sources & evidence

ORD record
ord-8831e3733cf84cdd93715b2c46ed8898
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Reaction notes

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