Trifluoroacetic acid → HCID 56943777, compound

HRID 1631178Notes

Reaction equation

HRID 1631178 reaction equation
FC(F)(F)C(O)=O.C(OC([NH:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][C:22]1[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:23]=1[C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[N:36]=[C:35]([NH2:40])[N:34]=[C:33]2[C:41]([N:43]1[CH2:51][C:50]2[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=2)[CH2:44]1)=[O:42])=[O:19])=O)(C)(C)C.CCCCCCC>ClCCl>[NH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][C:22]1[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:23]=1[C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[N:36]=[C:35]([NH2:40])[N:34]=[C:33]2[C:41]([N:43]1[CH2:44][C:45]2[C:50](=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH2:51]1)=[O:42])=[O:19]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 8900HeptaneHCID 66836705HCID 66836705, compound

Product 1

HCID 56943777HCID 56943777, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

2 ml of trifluoroacetic acid are added to 371 mg of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl 2-tert-butoxycarbonylaminoethyl carboxylate in 4 ml of dichloromethane with ice-cooling. The mixture is subsequently stirred at 25° C. for a further 2 h, 5 ml of n-heptane are added, and the mixture is evaporated to dryness in vacuo. The residue is dissolved in 500 μl of dimethyl sulfoxide and purified by chromatography (reversed phase).

Workup

  1. temperaturecooling
  2. customthe mixture is evaporated to dryness in vacuo
  3. dissolutionThe residue is dissolved in 500 μl of dimethyl sulfoxide
  4. custompurified by chromatography (reversed phase)

Sources & evidence

ORD record
ord-67e29751ce29408eb7b836055a3deea2
Source dataset
uspto-grants-2014_07
Patent number
US08791129B2

Reaction notes

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