Trifluoroacetic acid → HCID 11512310, compound

HRID 2261922Notes

Reaction equation

HRID 2261922 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:10][C:11](=[O:39])[C:12]2[CH:17]=[C:16]([N:18]([CH3:23])[S:19]([CH3:22])(=[O:21])=[O:20])[CH:15]=[C:14]([C:24]3[O:25][C:26]([C:29](O)([CH3:37])[CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:27][CH:28]=3)[CH:13]=2)[CH3:9])=[CH:4][CH:3]=1.[N-:40]=[N+]=[N-].[Na+].C(O)(C(F)(F)F)=O>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:10][C:11](=[O:39])[C:12]2[CH:17]=[C:16]([N:18]([CH3:23])[S:19]([CH3:22])(=[O:21])=[O:20])[CH:15]=[C:14]([C:24]3[O:25][C:26]([C:29]([NH2:40])([CH3:37])[CH2:30][C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)=[CH:27][CH:28]=3)[CH:13]=2)[CH3:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 33557Sodium AzideHCID 11555783HCID 11555783, compound

Product 1

HCID 11512310HCID 11512310, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of Example 50 (0.080 g, 0.15 mmol) in 1 mL CHCl3 was added a suspension of sodium azide (0.094 g, 1.45 mmol) in TFA (0.06 mL, 0.73 mmol). The solution progressively turned dark over 1 h to afford a mixture of desired product and a byproduct resulting from dehydration. Concentrated and used as is in next reaction. LCMS [M+H]+=575.

Workup

  1. customThe solution progressively turned dark over 1 h to afford

Sources & evidence

ORD record
ord-b01b74b113814c9e99d060a222a1d9cd
Source dataset
uspto-grants-2010_12
Patent number
US07847100B2

Reaction notes

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