Hydrochloric Acid → HCID 86762274, compound

HRID 476408Notes

Reaction equation

HRID 476408 reaction equation
[C:1](C1SC=CN=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH:13]1C=CC=C1.[CH2:18]([O:20][C:21]([C:23]1[N:24]=[C:25]([NH:28][C:29]([C:31]2[N:32]([CH3:44])[CH:33]=[C:34]([NH:36][C:37]([O:39]C(C)(C)C)=O)[CH:35]=2)=[O:30])[S:26][CH:27]=1)=[O:22])[CH3:19].Cl.[S:46]1[CH:50]=[CH:49][N:48]=[CH:47]1>O1CCOCC1.CN(C=O)C>[CH2:18]([O:20][C:21]([C:23]1[N:24]=[C:25]([NH:28][C:29]([C:31]2[N:32]([CH3:44])[CH:33]=[C:34]([NH:36][C:37]([C:49]3[N:48]=[C:47]([NH:13][C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[S:46][CH:50]=3)=[O:39])[CH:35]=2)=[O:30])[S:26][CH:27]=1)=[O:22])[CH3:19]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 9256ThiazoleHCID 59799102HCID 59799102, compoundHCID 86762275HCID 86762275, compound

Product 1

HCID 86762274HCID 86762274, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

The Boc thiazole-pyrrole dimer (36) (0.250 g, 0.64 mmol) was deprotected using 4M HCl in dioxane as described in general procedure C. The resulting residue (36′) was dissolved in dry DMF (5 mL) and the Boc protected thiazole acid (37) (0.155 g, 0.64 mmol) was added and reacted as described in general procedure B. This yielded a yellow foam 0.282 g (86%). LCMS (method 1) rt=3.05 min; m/z (ES+) 521 (M+1).

Workup

  1. additionwas added
  2. customreacted

Sources & evidence

ORD record
ord-e715f30cfd504bed8e5211fd8ba7a813
Source dataset
uspto-grants-2014_01
Patent number
US08637664B2

Reaction notes

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