Hydrochloric Acid → HCID 67147661, compound

HRID 490531Notes

Reaction equation

C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:12][N:11]([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]3[N:20](S(C4C=CC(C)=CC=4)(=O)=O)[C:21]([C:23]4[C:31]5[C:26](=[CH:27][C:28]([O:34][CH3:35])=[C:29]([O:32][CH3:33])[CH:30]=5)[N:25]([CH3:36])[CH:24]=4)=[CH:22][C:15]=23)[CH2:10]1)(C)(C)C.[ClH:48]>>[ClH:48].[ClH:48].[CH3:33][O:32][C:29]1[CH:30]=[C:31]2[C:26](=[CH:27][C:28]=1[O:34][CH3:35])[N:25]([CH3:36])[CH:24]=[C:23]2[C:21]1[NH:20][C:16]2=[N:17][CH:18]=[CH:19][C:14]([CH2:13][N:11]3[CH2:10][CH:9]([CH2:8][NH2:7])[CH2:12]3)=[C:15]2[CH:22]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 67147982HCID 67147982, compound

Product 1

HCID 67147661HCID 67147661, compound

Procedure

{1-[2-(5,6-Dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}methylamine dihydrochloride is prepared as described in Example 201 starting with 0.027 g of {1-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-ylmethyl}carbamic acid tert-butyl ester instead of the {1-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}carbamic acid tert-butyl ester used in Example 201 and 1.35 cm3 of hydrochloric acid (4N in dioxane). 0.005 g of {1-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}methylamine dihydrochloride is obtained, the characteristics of which are as follows:

Workup

custom{1-[2-(5,6-Dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}methylamine dihydrochloride is prepared

Sources & evidence

ORD record: ord-cde9601e8eff4264aefce3c62db7278d
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07528147B2

Reaction notes

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