2-Chloro-5-trifluoromethyl-(1,3,4)thiadiazole → HCID 59543645, compound

HRID 1697647Notes

Reaction equation

HRID 1697647 reaction equation
[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]([F:28])([F:27])[F:26])=[CH:19][C:18]=3[C:29]([F:32])([F:31])[F:30])(=[O:16])=[O:15])[CH2:11][NH:10]2)=[O:8])[CH2:5][CH2:4]1)#[N:2].Cl[C:34]1[S:35][C:36]([C:39]([F:42])([F:41])[F:40])=[N:37][N:38]=1>>[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]([F:26])([F:27])[F:28])=[CH:19][C:18]=3[C:29]([F:31])([F:32])[F:30])(=[O:16])=[O:15])[CH2:11][N:10]2[C:34]2[S:35][C:36]([C:39]([F:42])([F:41])[F:40])=[N:37][N:38]=2)=[O:8])[CH2:5][CH2:4]1)#[N:2]

Participants

3

Reactant 2

HCID 132467892-Chloro-5-trifluoromethyl-(1,3,4)thiadiazoleHCID 86646818HCID 86646818, compound

Product 1

HCID 59543645HCID 59543645, compound

Procedure

In analogy to the procedure described in example 335a, (2S,4R)-4-[4-(2,2,2-trifluoro-ethoxy)-2-trifluoromethyl-benzenesulfonyl]-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide (example 211a) was reacted with 2-chloro-5-trifluoromethyl-[1,3,4]thiadiazole (CAS Reg. No. 53645-98-0) in a shaking reactor at 55° C. for 12 h to give the title compound as yellow solid. MS (ESI): m/z=638.1 [M+H]+.

Sources & evidence

ORD record
ord-a1d86924a9f14f6e86f6872e258d9ca8
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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