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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300956Generated: October 27, 2026

Pyridine → 2-Bromo-9-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-beta-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-9H-purine

https://huagongshe.com/reaction/2300956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene)HCID 96831—
Reactant2-Bromo-9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-{[(dimethylamino)methylidene]amino}-9H-purineHCID 86758751—
SolventDichloromethane methanolHCID 21226129—
Product2-Bromo-9-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-beta-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-9H-purineHCID 86758752—

Reaction Steps

The compound was produced as described in example 9. The following were used: compound from example 17 (250 mg, 0.65 mmol), pyridine (2 ml), 4,4′-dimethoxytrityl chloride (330 mg, 0.98 mmol). FC cf. 9. Colourless solid (260 mg, 58%). TLC (CH2Cl2/MeOH, 9:1): Rf 0.37. 1H-NMR ((D6)DMSO): 2.23, 2.68 (2m, H—C(2′)); 3.01, 3.09 (2s, CH3—N); 3.57, 3.58 (2s, CH3O); 3.84 (m, H—C(4′)); 4.33 (m, H—C(3′)); 5.24 (d, J=4.5 Hz, HO—C(3′)); 6.22 (“t”, J=5.8 Hz, H—C(1′)); 6.6-7.2 (m, aromat. H); 8.21 (s, H—C(8)); 8.69 (s, H—C(N═)). Anal. calc. for C34H35BrN6O5 (687.59): C, 59.39; H, 5.13; N, 12.22; found: C, 59.46; H, 5.40; N, 12.09.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498241B1
Source datasetuspto-grants-2002_12
ORD IDord-fa93a65be82e4689b00a9d331c5ed9e3
Source noteuspto-grants-2002_12