ethyl 3-amino-5-phenylthiophene-2-carboxylate → 3-Hydroxy-6-phenyl-1H-thieno[3,2-d]pyrimidine-2,4-dione

HRID 550710Notes

Reaction equation

HRID 550710 reaction equation
C(OC(C1SC(C2C=CC=CC=2)=CC=1N)=O)C.COC1C=C(OC)C=CC=1C[O:23][N:24]1[C:29](=[O:30])[C:28]2[S:31][C:32]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:33][C:27]=2[NH:26][C:25]1=[O:40]>>[OH:23][N:24]1[C:29](=[O:30])[C:28]2[S:31][C:32]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:33][C:27]=2[NH:26][C:25]1=[O:40]

Participants

3

Reactant 2

HCID 838333ethyl 3-amino-5-phenylthiophene-2-carboxylateHCID 67200221HCID 67200221, compound

Product 1

HCID 115144453-Hydroxy-6-phenyl-1H-thieno[3,2-d]pyrimidine-2,4-dione

Procedure

3-Amino-5-phenyl-thiophene-2-carboxylic acid ethyl ester was converted to 3-(2,4-Dimethoxy-benzyloxy)-6-phenyl-1H-thieno[3,2-d]pyrimidine-2,4-dione via general procedure A1. The intermediate was deprotected via general procedure D1 to give the title compound. 1H NMR (DMSO-d6) δ 10.50 (bs, 1H), 9.04 (s, 1H), 7.76-7.45 (m, 5H); Electrospray MS: 259 (M−H); retention time: 1.27 min.

Sources & evidence

ORD record
ord-f7c68d8796b04f8983ebd7bcf33ee2fd
Source dataset
uspto-grants-2011_05
Patent number
US07947691B2

Reaction notes

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