Ethyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate → 5-methyl-4-oxo-N-({3'-[(1H-1,2,4-triazol-3-yloxy)methyl]biphenyl-3-yl}methyl)-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxamide

HRID 606438Notes

Reaction equation

HRID 606438 reaction equation
O=C1C2C(=CC=CC=2)N=C(C(OCC)=O)N1.[CH3:17][C:18]1[C:26]2[C:25](=[O:27])[NH:24][C:23]([C:28]([O:30]CC)=O)=[N:22][C:21]=2[S:20][CH:19]=1.C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)N2C=NC(CCCOC3C=C(CN)C=CN=3)=N2)C=CC=CC=1.C([N:88]1[CH:92]=[N:91][C:90]([O:93][CH2:94][C:95]2[CH:96]=[C:97]([C:101]3[CH:106]=[CH:105][CH:104]=[C:103]([CH2:107][NH2:108])[CH:102]=3)[CH:98]=[CH:99][CH:100]=2)=[N:89]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>>[CH3:17][C:18]1[C:26]2[C:25](=[O:27])[NH:24][C:23]([C:28]([NH:108][CH2:107][C:103]3[CH:102]=[C:101]([C:97]4[CH:98]=[CH:99][CH:100]=[C:95]([CH2:94][O:93][C:90]5[N:91]=[CH:92][NH:88][N:89]=5)[CH:96]=4)[CH:106]=[CH:105][CH:104]=3)=[O:30])=[N:22][C:21]=2[S:20][CH:19]=1

Participants

5

Reactant 4

HCID 12516905Ethyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylateHCID 57708877HCID 57708877, compoundHCID 667687691-[2-({3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propyl}oxy)pyridin-4-yl]methanamineHCID 135437466Ethyl 4-oxo-3,4-dihydroquinazoline-2-carboxylate

Product 1

HCID 1784318685-methyl-4-oxo-N-({3'-[(1H-1,2,4-triazol-3-yloxy)methyl]biphenyl-3-yl}methyl)-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxamide

Procedure

By a method similar to that in Example 22, and using, instead of ethyl 4-oxo-3,4-dihydro-2-quinazolinecarboxylate, ethyl 5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate obtained according to the method described in U.S. Pat. No. 4,054,656 and using, instead of 1-[2-({3-[1-(triphenylmethyl)-1H-1,2,4-triazol-3-yl]propyl}oxy)pyridin-4-yl]methaneamine, 1-(3′-{[(1-trityl-1H-1,2,4-triazol-3-yl)oxy]methyl}biphenyl-3-yl)methanamine obtained in Reference Example 135, the title compound was obtained as a white powder (4.7 mg, 2%).

Workup

  1. customobtained
  2. customobtained in Reference Example 135

Sources & evidence

ORD record
ord-ca7c034f8c0d43b19da4612cfd001bf2
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

Loading…