P-Anisidine → HCID 86729810, compound

HRID 1775665Notes

Reaction equation

HRID 1775665 reaction equation
[C:1]1([N:7]2[C:12](=[O:13])[C:11]3[S:14][CH:15]=[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:10]=3[N:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.NC1C(C2C=CC3[O:33][CH2:34][O:35]C=3C=2)=CSC=1C(OC)=O.[CH:42](OCC)(OCC)[O:43]CC.COC1C=CC(N)=CC=1>C(O)(=O)C>[O:33]1[C:20]2[CH:21]=[CH:22][C:17]([C:16]3[C:10]4[N:9]=[CH:8][N:7]([C:1]5[CH:6]=[CH:5][C:4]([O:43][CH3:42])=[CH:3][CH:2]=5)[C:12](=[O:13])[C:11]=4[S:14][CH:15]=3)=[CH:18][C:19]=2[O:35][CH2:34]1

Participants

6

Reactant 4

HCID 7732P-AnisidineHCID 31214Ethyl orthoformateHCID 12128606HCID 12128606, compoundHCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 86729810HCID 86729810, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-(benzo[d][1,3]dioxol-5-yl)thiophene-2-carboxylate (60 mg, 0.21 mmol), triethyl orthoformate (0.46 ml), p-anisidine (49.6 mg, 0.4 mmol), and acetic acid (0.06 ml) were used to give 52.4 mg (0.14 mmol, 65.2% yield) of the title compound.

Sources & evidence

ORD record
ord-c3e5362999964107a75ae72ba803ba06
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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