Adenine → 5-Propynyluracil

Reaction equation

[NH:1]1[CH:9]=[C:7]([CH3:8])[C:5](=[O:6])[NH:4][C:2]1=[O:3].N1C(N)=[C:17]2[C:13](N=CN2)=NC=1.N1C=CC(=O)NC1=O.N1C(=O)C2NC=NC=2N=C1N.N1C=CC(N)=NC1=O.NC1N=C2C(NC=N2)=C(N)N=1>>[C:8]([C:7]1[C:5](=[O:6])[NH:4][C:2](=[O:3])[NH:1][CH:9]=1)#[C:13][CH3:17]

Participants

Reactant 6

HCID 190Adenine2×

HCID 1135Thymine2×

HCID 1174Uracil2×

HCID 309762,6-Diaminopurine

HCID 135398634Guanine2×

HCID 178418229Cytosine2×

Product 1

HCID 1318135-Propynyluracil

Procedure

wherein T7 and T8 are each independently O or S and T9 is H, amino, hydroxy, Cl, or Br. 8) B is thymine, adenine, uracil, a 5-halouracil, a 5-alkyluracil, guanine, cytosine, a 5-halocytosine, a 5-alkylcytosine, or 2,6-diaminopurine. 9) B is guanine, cytosine, uracil, or thymine. 10) B is adenine.

Sources & evidence

ORD record: ord-a443a1a1479243c4a0c631be5c141302
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07871991B2

Reaction notes

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