D-Proline → (R)-2-Chloro-5-methyl-6a,7,8,9-tetrahydropyrrolo[2,1-h]pteridin-6(5H)-one

HRID 44808

반응식

HRID 44808 반응식
[NH:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[C:6]([OH:8])=O.N[C@H:10](CC)C(O)=O.N[C@H](CC)C(OC)=O.COC(C1CCCN1)=O.[Cl:33][C:34]1[N:39]=[C:38](Cl)[C:37]([N+:41]([O-])=O)=[CH:36][N:35]=1>>[Cl:33][C:34]1[N:39]=[CH:38][C:37]2[N:41]([CH3:10])[C:6](=[O:8])[C@H:2]3[CH2:3][CH2:4][CH2:5][N:1]3[C:36]=2[N:35]=1

참가 물질

6

실험 절차

Intermediate E was prepared in the same manner as intermediate B, using (R)-pyrrolidine-2-carboxylic acid as the starting material instead of (R)-2-aminobutanoic acid. No reductive amination step, such as that used for the conversion of compound II to compound III, was required. Rather, methylpyrrolidine-2-carboxylate was reacted directly with 2,4-dichloro-5-nitropyrimidine in the same manner as is described for the conversion of compound III to intermediate A. 1H NMR (CDCl3) δ: 7.65 (s, 1H), 4.19 (m, 1H), 3.81 (m, 1H), 3.68 (m, 1H), 3.32 (s, 3H), 2.51 (m, 1H), 2.08 (m, 3H).

출처 및 근거

ORD 기록
ord-49b1b15dafd0400880cf940297720817
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541418B2

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