Trifluoroacetic acid → HCID 131731714, compound

HRID 1631162Notes

Reaction equation

HRID 1631162 reaction equation
FC(F)(F)[C:3]([OH:5])=[O:4].C(OC([NH:15][C@@H:16]([CH2:51][CH2:52][CH2:53][CH2:54][NH:55]C(OC(C)(C)C)=O)[C:17]([O:19][CH2:20][C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=1[C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[N:35]=[C:34]([NH2:39])[N:33]=[C:32]2[C:40]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=2)[CH2:43]1)=[O:41])=[O:18])=O)(C)(C)C.CCCCCCC>ClCCl>[CH:3]([OH:5])=[O:4].[NH2:15][C@@H:16]([CH2:51][CH2:52][CH2:53][CH2:54][NH2:55])[C:17]([O:19][CH2:20][C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=1[C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[N:35]=[C:34]([NH2:39])[N:33]=[C:32]2[C:40]([N:42]1[CH2:50][C:49]2[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=2)[CH2:43]1)=[O:41])=[O:18]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 8900HeptaneHCID 56943877HCID 56943877, compound

Product 1

HCID 131731714HCID 131731714, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

515 μl of trifluoroacetic acid are added to 1.8 g of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl (S)-2,6-bis-tert-butoxycarbonylaminohexanoate in 50 ml of dichloromethane with ice-cooling. The mixture is subsequently stirred at 25° C. for a further 16 h, 20 ml of n-heptane are added, and the mixture is subsequently evaporated to dryness in vacuo. The residue is dissolved in 4 ml of acetonitrile and purified by chromatography (reversed phase HPLC).

Workup

  1. temperaturecooling
  2. customthe mixture is subsequently evaporated to dryness in vacuo
  3. dissolutionThe residue is dissolved in 4 ml of acetonitrile
  4. custompurified by chromatography (reversed phase HPLC)

Sources & evidence

ORD record
ord-ed24fcf196d8406c88c18dfe40d5ee2d
Source dataset
uspto-grants-2014_07
Patent number
US08791129B2

Reaction notes

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