Benzoyl chloride → HCID 25224531, compound

HRID 1514395Notes

Reaction equation

HRID 1514395 reaction equation
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][N:3]1[C:8]1[C:9]2[N:23]=[CH:22][CH:21]=[CH:20][C:10]=2[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:12][N:13]=1.C(N(CC)CC)C.[C:31](Cl)(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH3:1][C@H:2]1[N:3]([C:8]2[N:13]=[N:12][C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[C:10]3[CH:20]=[CH:21][CH:22]=[N:23][C:9]=23)[CH2:4][CH2:5][N:6]([C:31]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:38])[CH2:7]1

Participants

4

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 57657636HCID 57657636, compound

Product 1

HCID 25224531HCID 25224531, compound

Procedure

Using methods described in Example 10 and starting with (R)-8-(2-methylpiperazin-1-yl)-5-phenylpyrido[3,2-d]pyridazine 75 (245 mg, 802 μmol), triethylamine (224 μl, 1.60 mmol), and benzoyl chloride (116 μl, 1.00 mmol) afforded (R)-(3-methyl-4-(5-phenylpyrido[2,3-d]pyridazin-8-yl)piperazin-1-yl)(phenyl)methanone 76. MS 409.2 (calc'd) 410.2 (M+H, found).

Sources & evidence

ORD record
ord-5b5089f8495b42ea8d09094551134d29
Source dataset
uspto-grants-2012_07
Patent number
US08222251B2

Reaction notes

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