(4aR,7aR)-octahydrocyclopenta[b][1,4]oxazine → Hydrochloric Acid

HRID 81267Notes

Reaction equation

HRID 81267 reaction equation
[Cl:1][C:2]1[C:7]2[N:8]([CH2:11][C@H:12]3[CH2:17][CH2:16][C@H:15]([CH3:18])[CH2:14][CH2:13]3)[CH:9]=[N:10][C:6]=2[CH:5]=[C:4]([Cl:19])[N:3]=1.[O:20]1[CH2:25][CH2:24][NH:23][C@@H:22]2[CH2:26][CH2:27][CH2:28][C@@H:21]12>>[ClH:1].[Cl:1][C:2]1[C:7]2[N:8]([CH2:11][C@H:12]3[CH2:17][CH2:16][C@H:15]([CH3:18])[CH2:14][CH2:13]3)[C:9]([N:23]3[CH2:24][CH2:25][O:20][C@@H:21]4[CH2:28][CH2:27][CH2:26][C@@H:22]34)=[N:10][C:6]=2[CH:5]=[C:4]([Cl:19])[N:3]=1

Participants

4

Reactant 2

HCID 28796216(4aR,7aR)-octahydrocyclopenta[b][1,4]oxazineHCID 178461251HCID 178461251, compound

Product 2

HCID 313Hydrochloric AcidHCID 178461234HCID 178461234, compound

Procedure

Using a procedure analagous to that described in Example 2.1 (Steps 1 and 2) and starting with 4,6-dichloro-3-((trans-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine (Preparative Example 2.3) and (trans)-octahydrocyclopenta[b][1,4]oxazine.HCl (purchased from Enamine), 4,6-dichloro-2-[(trans)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine (racemic) was prepared.

Sources & evidence

ORD record
ord-fb7b30651bc04b418d959cc8f48c0eac
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

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