Potassium Bromide → HCID 70008567, compound

HRID 1266035Notes

Reaction equation

HRID 1266035 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[N:18]4[CH2:19][CH2:20][C:21]5[NH:22][C:23](=[O:26])[CH:24]=[CH:25][C:16]([C:17]=54)=[CH:15][N:14]=3)=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.N.[CH:28](Cl)(Cl)Cl.[K+].[Br-]>>[CH3:28][N:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[N:18]4[CH2:19][CH2:20][C:21]5[NH:22][C:23](=[O:26])[CH:24]=[CH:25][C:16]([C:17]=54)=[CH:15][N:14]=3)=[CH:9][CH:8]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 253877Potassium BromideHCID 69702214HCID 69702214, compoundHCID 86758924HCID 86758924, compound

Product 1

HCID 70008567HCID 70008567, compound

Procedure

The product was prepared from 1-(4-piperidin-4-yl-phenyl)-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one (Example 137) following the procedure for Example 132 a white solid (77%): mp >240° C. (dec); Rf=0.21 (10% methanolic ammonia/CHCl3); IR (KBr) 1662, 1473, 1379, 1304 cm−1; 1H NMR (DMSO-d6) δ 1.69-1.81 (m, 4H), 2.00-2.07 (m, 2H), 2.23 (s, 3H), 2.53-2.58 (m, 1H), 2.89-2.93 (m, 2H), 3.51-3.52 (m, 2H), 4.45-4.47 (m, 2H), 7.34 (t, 1H, J=7.8 Hz), 7.45 (d, 2H, J=8.2 Hz), 7.79 (d, 2H, J=8.3 Hz), 7.84-7.90 (m, 2H), 8.44 (t, 1H, J=5.6 Hz). HRMS calcd for C22H24N4O 360.1950 (M+), found 360.1944. Anal. (C22H24N4O.0.25H2O) C, H, N.

Sources & evidence

ORD record
ord-c6b2aa324d764bdf91c2a7b1af3c58b5
Source dataset
uspto-grants-2003_04
Patent number
US06548494B1

Reaction notes

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