Trifluoroacetic acid → HCID 59832236, compound

HRID 269503Notes

Reaction equation

HRID 269503 reaction equation
C(OC(=O)[N:7]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH:8]1[CH2:13][CH2:12][C:11]([C:14]2[CH:15]=[C:16]3[C:22]([C:23](=[O:33])[CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:26]=4[F:32])=[CH:21][NH:20][C:17]3=[N:18][CH:19]=2)=[CH:10][CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:34]([NH:7][CH:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]=[C:16]3[C:22]([C:23](=[O:33])[CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:26]=4[F:32])=[CH:21][NH:20][C:17]3=[N:18][CH:19]=2)[CH2:10][CH2:9]1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69207866HCID 69207866, compound

Product 1

HCID 59832236HCID 59832236, compoundYield 162%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the above carbamic acid tert-butyl ester (306 mg, 0.54 mmol) was dissolved in CH2Cl2 (1 ml), treated with TFA (3 ml) for 1 hour. The reaction was evaporated and the solid residue triturated with ether and hexane, and filtered to give the final desired product as a white solid (402 mg) in 80% overall yield. FIA-MS m/e=458.2 (M+H), 456.3 (M−H).

Workup

  1. customThe reaction was evaporated
  2. customthe solid residue triturated with ether and hexane
  3. filtrationfiltered

Sources & evidence

ORD record
ord-9d4020d68ac140029e88656799e4c5e1
Source dataset
uspto-grants-2008_11
Patent number
US07446199B2

Reaction notes

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