Pyrazine, 2-(chloromethyl)- → HCID 18361795, compound

HRID 382937Notes

Reaction equation

HRID 382937 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2=[N:12][N:13]=[C:14]([C:15]3[CH:19]=[C:18]([CH2:20][CH3:21])[O:17][N:16]=3)[N:4]2[N:3]=1.ClC1C2[C:27](=[CH:28]C=CC=2)[C:26]2=NN=[C:35]([C:36]3C=C(CC)O[N:37]=3)[N:25]2N=1.ClCC1C=NC=CN=1>>[CH2:20]([C:18]1[O:17][N:16]=[C:15]([C:14]2[N:4]3[N:3]=[C:2]([O:1][CH2:28][C:27]4[CH:26]=[N:25][CH:35]=[CH:36][N:37]=4)[C:11]4[C:6]([C:5]3=[N:12][N:13]=2)=[CH:7][CH:8]=[CH:9][CH:10]=4)[CH:19]=1)[CH3:21]

Participants

4

Reactant 3

HCID 170169Pyrazine, 2-(chloromethyl)-HCID 18361721HCID 18361721, compoundHCID 178435601HCID 178435601, compound

Product 1

HCID 18361795HCID 18361795, compound

Procedure

The title-compound was prepared from 6-hydroxy-3-(5-ethylisoxazol-3-yl)-1,2,4-triazolo[3,4-a]phthalazine (prepared from 6-chloro-3-(5-ethylisoxazol-3-yl)-1,2,4-triazolo[3,4-a]phthalazine, Example 105 part c, using conditions described for the preparation of Intermediate 2) and 2-chloromethylpyrazine (prepared as described in Example 15 part a) using the procedure described in Example 15 part b, 1H NMR (360 MHz, CDCl3) δ 1.42 (3H, t, J=7.6 Hz, CH3), 2.94 (2H, q, J=7.6 Hz, CH2), 5.83 (2H, s, CH2), 6.84 (1H, s, Ar—H), 7.84 (1H, m, Ar—H), 7.98 (1H, m, Ar—H), 8.30 (1H, d, J=7.9 Hz, Ar—H), 8.60-8.64 (2H, m, 2 of Ar—H), 8.70 (1H, m, Ar—H), 9.15 (1H, d, J=1.3 Hz, Ar—H); MS (ES+) m/e 374 [MH]+; Anal. Found. C, 61.16; H, 3.79; N, 26.19. C19H15N7O2 requires C, 61.12; H, 4.05; N, 26.26%.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-18a7cc7cd4004a5881bc5e8bc9b96773
Source dataset
uspto-grants-2001_10
Patent number
US06310203B1

Reaction notes

Loading…