Trifluoroacetic acid → HCID 11406558, compound

HRID 1743242Notes

Reaction equation

HRID 1743242 reaction equation
[CH2:1]([C@:8]1([NH:19]C(=O)OC(C)(C)C)[C:15](=[O:16])[N:14]2[C@@H:10]([S:11][CH2:12][C@H:13]2[C:17]#[N:18])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(SC)C=CC=CC=1.[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38]>>[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38].[NH2:19][C@@:8]1([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:15](=[O:16])[N:14]2[C@@H:10]([S:11][CH2:12][C@H:13]2[C:17]#[N:18])[CH2:9]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7520ThioanisoleHCID 86597101HCID 86597101, compound

Product 1

HCID 11406558HCID 11406558, compound

Procedure

A mixture consisting of 50 mg of tert-butyl (3R,6R,7aS)-(6-benzyl-3-cyano-5-oxohexahydropyrrolo[2,1-b]thiazol-6-yl)-carbamate, 0.1 ml of thioanisole and 1 ml of trifluoroacetic acid is stirred in an ice bath for 15 minutes. After room temperature was reached, the mixture was concentrated in vacuo at 40° C., and the residue was stirred with diisopropyl ether and the solid product was filtered off with suction.

Workup

  1. customAfter room temperature
  2. concentrationthe mixture was concentrated in vacuo at 40° C.
  3. stirringthe residue was stirred with diisopropyl ether
  4. filtrationthe solid product was filtered off with suction

Sources & evidence

ORD record
ord-6bce62cf920d42bda94aef9f322a0544
Source dataset
uspto-grants-2006_03
Patent number
US07008957B2

Reaction notes

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