5-Amino-2-methylindole → {3-[7-(2-Methyl-1h-indol-5-ylamino)-thieno[3,2-b]pyridine-2-carbonyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-carbamic acid tert-butyl ester

HRID 1063182Notes

Reaction equation

HRID 1063182 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]1[CH:13]2[CH:9]1[CH2:10][N:11]([C:14]([C:16]1[S:24][C:23]3[C:18](=[N:19][CH:20]=[CH:21][C:22]=3Cl)[CH:17]=1)=[O:15])[CH2:12]2)([CH3:4])([CH3:3])[CH3:2].[CH3:27][C:28]1[NH:29][C:30]2[C:35]([CH:36]=1)=[CH:34][C:33]([NH2:37])=[CH:32][CH:31]=2>>[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]1[CH:13]2[CH:9]1[CH2:10][N:11]([C:14]([C:16]1[S:24][C:23]3[C:18](=[N:19][CH:20]=[CH:21][C:22]=3[NH:37][C:33]3[CH:34]=[C:35]4[C:30](=[CH:31][CH:32]=3)[NH:29][C:28]([CH3:27])=[CH:36]4)[CH:17]=1)=[O:15])[CH2:12]2)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27339925-Amino-2-methylindoleHCID 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

Product 1

HCID 69735809{3-[7-(2-Methyl-1h-indol-5-ylamino)-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-[7-chloro-thieno[3,2-b]pyridine-2-carbonyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-carbamic acid tert-butyl ester and 2-methyl-1H-indol-5-ylamine by a procedure analogous to Example 1C. MS: 504 (MH+); HPLC Rf: 5.31 min.; HPLC purity 95%.

Sources & evidence

ORD record
ord-f9eb6f6c071d42a9ba1521b3059fa781
Source dataset
uspto-grants-2005_11
Patent number
US06964961B2

Reaction notes

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