tert-Butyl (2-aminocyclopentyl)carbamate → cis-[2-(2-Ethyl-4-trifluoromethyl-benzoylamino)-cyclopentyl]-carbamic acid tert-butyl ester

HRID 1950908Notes

Reaction equation

HRID 1950908 reaction equation
[C:1]([O:5][C:6](=[O:30])[NH:7][CH:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[NH:13][C:14](=[O:29])[C:15]1[C:20](SC)=[CH:19][C:18]([C:23]([F:26])([F:25])[F:24])=[CH:17][C:16]=1OC)([CH3:4])([CH3:3])[CH3:2].[CH3:31][C:32](OC(=O)NC1CCCC1N)(C)C.C(C1C=C(C(F)(F)F)C=CC=1C(O)=O)C>>[C:1]([O:5][C:6](=[O:30])[NH:7][C@@H:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[NH:13][C:14](=[O:29])[C:15]1[CH:16]=[CH:17][C:18]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:20]=1[CH2:31][CH3:32])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 22667934tert-Butyl (2-aminocyclopentyl)carbamateHCID 534060122-Ethyl-4-(trifluoromethyl)benzoic acidHCID 66682567[(1SR,2RS)-2-(2-Methoxy-6-methylsulfanyl-4-trifluoromethyl-benzoylamino)-cyclopentyl]-carbamic acid tert-butyl ester

Product 1

HCID 66680797cis-[2-(2-Ethyl-4-trifluoromethyl-benzoylamino)-cyclopentyl]-carbamic acid tert-butyl ester

Procedure

The title compound, light yellow solid, MS: m/e=401.4 [(M+H)+], was prepared in accordance with the general method of intermediate N from [(1RS,2SR)-2-aminocyclopentyl-carbamic acid 1,1-dimethylethyl ester (CAS 365996-19-6) and 2-ethyl-4-(trifluoromethyl)-benzoic acid (CAS 854531-63-8).

Sources & evidence

ORD record
ord-6785b1c0628447d696f769f6e8e8a1d5
Source dataset
uspto-grants-2013_03
Patent number
US08404673B2

Reaction notes

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