HCID 19709473, compound → HCID 178450762, compound

HRID 725877Notes

Reaction equation

HRID 725877 reaction equation
[NH2:1][CH2:2][C:3]([N:5]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[F:16])[CH:8]([S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH2:7][CH:6]1[C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])=[O:4].[NH2:33][C:34]1[CH:35]=[C:36]([C:40]2[NH:44][N:43]=[N:42][N:41]=2)[CH:37]=[CH:38][CH:39]=1.FC1C=CC=CC=1C1N(C(=O)CNC(=O)NC2C=C(C[C:69](O)=[O:70])C=CC=2)C(C(N2C3C(=CC=CC=3)CCC2)=O)CC1S(C1C=CC=CC=1)(=O)=O>ClCCCl.[Na]>[C:29]([O:28][C:26]([CH:6]1[CH2:7][CH:8]([S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[F:16])[N:5]1[C:3](=[O:4])[CH2:2][NH:1][C:69](=[O:70])[NH:33][C:34]1[CH:35]=[C:36]([C:40]2[NH:44][N:43]=[N:42][N:41]=2)[CH:37]=[CH:38][CH:39]=1)=[O:27])([CH3:32])([CH3:31])[CH3:30]

Participants

6

Reactant 3

HCID 19709473HCID 19709473, compoundHCID 76444365HCID 76444365, compoundHCID 178507542HCID 178507542, compound

Product 1

HCID 178450762HCID 178450762, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 5360545SodiumSolvent

Procedure

A The reaction is carried out in a way analogous to that described in Example 16B, but from 2.3 g of tert-butyl (2RS,4SR,5RS)-1-(2-aminoacetyl)-5-(2-fluorophenyl)-4-(phenylsulphonyl)pyrrolidine-2-carboxylate, 0.9 g of N,N'-carbonyldiimidazole and 0.81 g of 5-(3-aminophenyl)tetrazole in 70 cm3 of 1,2-dichloroethane. After treatment, there is obtained 0.6 g of (2RS,4SR,5RS)-5-{3-[3-(2-(2-tert-butoxycarbonyl-5-(2-flurophenyl)-4-phenylsulphonyl-1-pyrrolidinyl)-2-oxoethyl)ureido]phenyl}tetrazole in the sodium salt form [Rf 0.17; eluent: methylene chloride/methanol (90/10)].

Sources & evidence

ORD record
ord-281ab882f26c4a2d9df8a17ffca9d28e
Source dataset
uspto-grants-1998_01
Patent number
US05707991

Reaction notes

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