Water → HCID 69201026, compound

HRID 746386Notes

Reaction equation

[CH2:1]([N:5]1[C:9]2[C:10](=[O:16])[NH:11][N:12]([CH3:15])[C:13](=[O:14])[C:8]=2[N:7]=[C:6]1[N:17]1[CH2:22][CH2:21][CH2:20][C@@H:19]([NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:18]1)[C:2]#[C:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].[CH3:37][C:38]1[N:39]=[C:40]([CH2:48]Cl)[C:41]2[C:46]([CH:47]=1)=[CH:45][CH:44]=[CH:43][CH:42]=2.O>CN(C)C=O>[CH2:1]([N:5]1[C:9]2[C:10](=[O:16])[N:11]([CH2:48][C:40]3[C:41]4[C:46](=[CH:45][CH:44]=[CH:43][CH:42]=4)[CH:47]=[C:38]([CH3:37])[N:39]=3)[N:12]([CH3:15])[C:13](=[O:14])[C:8]=2[N:7]=[C:6]1[N:17]1[CH2:22][CH2:21][CH2:20][C@@H:19]([NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:18]1)[C:2]#[C:3][CH3:4]

Participants

Conditions

Temperature: 50 °C

Procedure

0.20 g of (R)-1-(but-2-ynyl)-2-(3-tert-butoxycarbonylamino-piperidin-1-yl)-5-methyl-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione and 0.10 g potassium carbonate are placed in 2 ml of dimethylformamide. Then 0.10 g of 3-methyl-isoquinolin-1-yl-methylchloride are added and the mixture is stirred for 5 h at 50° C. After the addition of water the mixture is extracted three times with ethyl acetate, the combined organic phases are dried over sodium sulphate, and the solvent is removed. The residue is purified over silica gel (cyclohexane/ethyl acetate 1:1).

Workup

extractionis extracted three times with ethyl acetate
dry with materialthe combined organic phases are dried over sodium sulphate
customthe solvent is removed
customThe residue is purified over silica gel (cyclohexane/ethyl acetate 1:1)

Sources & evidence

ORD record: ord-395c7aeb69bf4527a865ae2ab9fe26a2
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07393847B2

Reaction notes

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