3-Fluorobenzaldehyde → (3-(3-Fluorobenzyl amino) propylamino)-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidine

HRID 1796720Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1796720
[N:1]1[C:6]2[S:7][C:8]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[C:5]=2[C:4](C(N)CCN)=[N:3][CH:2]=1.[F:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=O>>[F:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23][NH:1][CH2:6][CH2:5][CH2:4][NH:3][C:2]1[N:3]=[CH:4][C:5]2[C:9]3[CH2:10][CH2:11][CH2:12][CH2:13][C:8]=3[S:7][C:6]=2[N:1]=1

Komponenten

3

Edukt 2

HCID 680093-FluorobenzaldehydeHCID 22182403(5,6,7,8-Tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidine-4-yl)-1,3-diaminopropane

Produkt 1

HCID 131725704(3-(3-Fluorobenzyl amino) propylamino)-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidine

Versuchsvorschrift

The title compound was prepared (145 mg, 69%) from 3N-(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidine-4-yl)-1,3-diaminopropane(150 mg, 0.57 m. mol) and 3-fluorobenzaldehyde (70 mg, 0.57 mmol) by following the general procedure described for Preparation 3. 1H NMR (400 MHz, CDCl3):δ 8.40 (s, 1H), 7.30 (m, 1H), 7.05 (m, 2H), 6.95 (m, 1H), 6.20 (bs, 1H), 3.80 (s, 2H), 3.70 (m, 2H), 2.80 (m, 6H), 1.80 (m, 6H), 1.70 (bs, 1H). MS (ESI) m/z: Calculated: 370.49; Observed: 371.1 (M++1).

Aufarbeitung

  1. customdescribed for Preparation 3

Quellen und Nachweise

ORD-Eintrag
ord-616cf380b4fc4f78bcb2c127178997c7
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07030240B2

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