Water → HCID 69201026, compound

HRID 2113485Notes

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-ylmethyl-chloride 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-3a3ac7b17111497e962cb931394b36c1
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07432262B2

Reaction notes

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