HCID 58833644, compound → HCID 68974156, compound

HRID 540888Notes

Reaction equation

[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:23][O:24][CH2:25][CH3:26])[N:14]([CH2:15][CH:16]3[CH2:20][O:19]C(C)(C)[O:17]3)[C:10]=2[C:9]2[CH:8]=[CH:7][C:6]([O:27][CH:28]3[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]3)=[CH:5][C:4]=2[N:3]=1.[ClH:41].Cl.NC1C2N=C(COCC)N(CC(O)CO)C=2C2C=CC(ON3CCCCC3)=CC=2N=1>>[ClH:41].[ClH:41].[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:23][O:24][CH2:25][CH3:26])[N:14]([CH2:15][CH:16]([OH:17])[CH2:20][OH:19])[C:10]=2[C:9]2[CH:8]=[CH:7][C:6]([O:27][CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[CH:5][C:4]=2[N:3]=1

Participants

Reactant 2

HCID 58833644HCID 58833644, compound

HCID 69506966HCID 69506966, compound

Product 1

HCID 68974156HCID 68974156, compound

Procedure

Using the method described in Example 373, tert-butyl 4-{[4-amino-1-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-7-yl]oxy}piperidine-1-carboxylate (7.00 g, 12.6 mmol) was converted into 5.22 g of 3-[4-amino-2-(ethoxymethyl)-7-(piperidinyloxy)-1H-imidazo[4,5-c]quinolin-1-yl]propane-1,2-diol dihydrochloride, which was isolated as a tan powder, mp 278-280° C.

Workup

customwhich was isolated as a tan powder, mp 278-280° C.

Sources & evidence

ORD record: ord-63f70b541fd1482780bd964d703c1c4d
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871782B2

Reaction notes

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