6-(BOC-amino)-3-azabicyclo[3.1.0]hexane → {3-[7-Chloro-thieno[3,2-b]pyridine-2-carbonyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-carbamic acid tert-butyl ester

HRID 1063181Notes

Reaction equation

HRID 1063181 reaction equation
[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH:13]2[CH:9]1[CH2:10][NH:11][CH2:12]2)([CH3:4])([CH3:3])[CH3:2].[Cl:15][C:16]1[CH:21]=[CH:20][N:19]=[C:18]2[CH:22]=[C:23]([C:25]([O-])=[O:26])[S:24][C:17]=12.[Li+]>>[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH:13]2[CH:9]1[CH2:10][N:11]([C:25]([C:23]1[S:24][C:17]3[C:18](=[N:19][CH:20]=[CH:21][C:16]=3[Cl:15])[CH:22]=1)=[O:26])[CH2:12]2)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 111483086-(BOC-amino)-3-azabicyclo[3.1.0]hexaneHCID 23677819Lithium 7-chlorothieno[3,2-b]pyridine-2-carboxylate

Product 1

HCID 69735881{3-[7-Chloro-thieno[3,2-b]pyridine-2-carbonyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from (3-aza-bicyclo[3.1.0]hex-6-yl)-carbamic acid tert-butyl ester and lithium 7-chloro-thieno[3,2-b]pyridine-2-carboxylate by a procedure analogous to Example 1B. MS: 394/396 (MH+); HPLC Rf: 5.30 min.; HPLC purity: 72%.

Sources & evidence

ORD record
ord-60340b5d11d94c9d9f3336fd9b3ed03f
Source dataset
uspto-grants-2005_11
Patent number
US06964961B2

Reaction notes

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