Cyclopentanone → [(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]acetic acid methyl ester

HRID 336481Notes

Reaction equation

HRID 336481 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C@@H:5]1[CH2:9][S:8][C:7]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([Cl:19])=[CH:14][C:13]=3[N+:20]([O-])=O)=[N:6]1.[C:24]1(=O)[CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH3:1][O:2][C:3](=[O:23])[CH2:4][C@@H:5]1[CH2:9][S:8][C:7]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([Cl:19])=[CH:14][C:13]=3[NH:20][CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)=[N:6]1

Participants

3

Reactant 2

HCID 8452CyclopentanoneHCID 59542945[(R)-2-(5-chloro-7-nitro-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]-acetic acid methyl ester

Product 1

HCID 25196144[(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]acetic acid methyl ester

Procedure

[(R)-2-(5-chloro-7-nitro-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]-acetic acid methyl ester prepared in Preparation 67 and cyclopentanone were reacted according to the same procedures as Steps A and B of Example 1 to give the title compound.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-064383372b704711884c9c820770d987
Source dataset
uspto-grants-2014_11
Patent number
US08889691B2

Reaction notes

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