Dimethylformamide → 2-Bromo-9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-{[(dimethylamino)methylidene]amino}-9H-purine

HRID 2300955노트

반응식

HRID 2300955 반응식
[Br:1][C:2]1[N:3]=[C:4]([NH2:19])[C:5]2[N:6]=[CH:7][N:8]([C:17]=2[N:18]=1)[C@@H:9]1[O:16][C@H:13]([CH2:14][OH:15])[C@@H:11]([OH:12])[CH2:10]1.[CH3:20][N:21]([CH:23]=O)[CH3:22].C(OC(OCC)N(C)C)C.C(Cl)Cl.CO>CO>[Br:1][C:2]1[N:18]=[C:17]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:9]2[O:16][C@H:13]([CH2:14][OH:15])[C@@H:11]([OH:12])[CH2:10]2)=[C:4]([N:19]=[CH:20][N:21]([CH3:23])[CH3:22])[N:3]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 70913Dimethylformamide diethylacetalHCID 10065192Adenosine,2-bromo-2'-deoxy-(9CI)HCID 21226129Dichloromethane methanol

생성물 1

HCID 867587512-Bromo-9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-{[(dimethylamino)methylidene]amino}-9H-purine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The compound was produced analogously to example 8 except that the following amounts were used: 2-bromo-2′-deoxyadenosine (330 mg, 1.0 mmol), DMF (3 ml), dimethylformamide-diethylacetal (0.85 ml, 5 mmol). Colourless amorphous solid (306 mg, 80%). TLC (CH2Cl2/MeOH, 9:1): Rf 0.33. UV (MeOH): 318 (28600), 238 (13000). 1H-NMR ((D6(DMSO): 2.32, 2.67 (2m, H—C(2′)); 3.14, 3.23 (2s, CH3—N); 3.56 (m, H—C(5′)); 3.86 (m, H—C(4′)); 4.39 (m, H—C(3′)); 4.95 (t, J=5.5 Hz, HO—C(5′)); 5.33 (d, J=4.3 Hz, HO—C(3′)); 6.31 (“t”, J=6.3 Hz, H—C(1′)); 8.44 (s, H—C(8)); 8.85 (s, H—C(N═)). Anal. calc. for C13H17BrN6O3 (385.22): C, 40.53; H, 4.45; N, 21.82; found: C, 40.66; H, 4.50; N, 21.79.

후처리

  1. customThe compound was produced analogously to example 8 except that the following amounts

출처 및 근거

ORD 기록
ord-7303f49a6cc449fa83f7fa869d6463a5
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498241B1

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