Trifluoroacetic acid → (E)-N-(2-Amino-phenyl)-3-[1-(biphenyl-4-sulfonyl)-1H-pyrrol-3-yl]-acrylamide

HRID 1948635Notes

Reaction equation

HRID 1948635 reaction equation
NC1C=CC=CC=1NC(=O)/C=C/C1C=CN(S(C2C=CC(C)=CC=2)(=O)=O)C=1.C(OC(=O)[NH:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[NH:41][C:42](=[O:65])/[CH:43]=[CH:44]/[C:45]1[CH:49]=[CH:48][N:47]([S:50]([C:53]2[CH:58]=[CH:57][C:56]([C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=3)=[CH:55][CH:54]=2)(=[O:52])=[O:51])[CH:46]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[NH:41][C:42](=[O:65])/[CH:43]=[CH:44]/[C:45]1[CH:49]=[CH:48][N:47]([S:50]([C:53]2[CH:54]=[CH:55][C:56]([C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=3)=[CH:57][CH:58]=2)(=[O:52])=[O:51])[CH:46]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11545400(E)-N-(2-Amino-phenyl)-3-[1-(toluene-4-sulfonyl)-1H-pyrrol-3-yl]-acrylamideHCID 86613978(2-{(E)-3-[1-(biphenyl-4-sulfonyl)-1H-pyrrol-3-yl]-allanoylamino}-phenyl)-carbamic acid tert-butyl ester2×

Product 1

HCID 11655175(E)-N-(2-Amino-phenyl)-3-[1-(biphenyl-4-sulfonyl)-1H-pyrrol-3-yl]-acrylamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The method used for preparation of this compound is analogous to the method described for compound 5. Starting materials: (2-{(E)-3-[1-(biphenyl-4-sulfonyl)-1H-pyrrol-3-yl]-allanoylamino}-phenyl)-carbamic acid tert-butyl ester (compound A7) (0.460 mmol), CH2Cl2 (50 ml), TFA (5 ml). Reaction conditions: room temperature, 18 hours.

Workup

  1. customThe method used for preparation of this compound
  2. customReaction conditions
  3. customroom temperature, 18 hours

Sources & evidence

ORD record
ord-76d36b70da844296abedcd714b573b46
Source dataset
uspto-grants-2013_03
Patent number
US08399505B2

Reaction notes

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