Reaktion #722828

Reaktionsgleichung

4-chloro-2-methyl-6-phenylpyrrolo[3,2-d]pyrimidine

(S)-(+)-2-pyrrolidinemethanol

K2CO3

→

title compound

Ausbeute 70.0%

(S)-[1-(2-methyl-6-phenylpyrrolo[2,3-e]pyrimidin-4-yl)pyrrolidin-2-yl]methan-1-ol

Ausbeute 70.0%

Lösungsmittel

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThis compound was prepared

Vorschrift

This compound was prepared according to the method described in Example 2 by employing 4-chloro-2-methyl-6-phenylpyrrolo[3,2-d]pyrimidine (Example 1(e)) (70 mg, 0.287 mmol), (S)-(+)-2-pyrrolidinemethanol (Aldrich Chemical Company) (0.14 mL, 1.44 mmol) and K2CO3 (0.397 g, 2.87 mmol) in H2O (2 mL) to give 61.9 mg (70%) of the title compound as an off-white solid. An analytical sample was obtained by recrystallization from EtOH. Mp: 255-256° C. 1H NMR (CDCl3; 500 MHz): δ 2.06-2.14 (m, 4), 2.54 (s, 3), 3.76 (d, 1, J=9.23), 3.84 (dd, 1, J=2.0, 11.1), 3.96-3.98 (m, 1), 4.11 (q, 1, J=7.6, 7.9), 4.55-4.57 (m, 1), 6.68 (s, 1), 7.35-7.45 (m, 3), 7.61 (d, 2, J=7.4), 9.17 (br s, 1). MS m/z: 167 (base), 307 (M−1). Anal. Calcd for C 18H20N4O: C, 70.11; H, 6.54; N, 18.17. Found: C, 70.00; H, 6.59; N, 18.11.

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