Trifluoroacetic acid → HCID 86694096, compound

HRID 2400754Notes

Reaction equation

HRID 2400754 reaction equation
C(OC(=O)[NH:7][C@@H:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]([NH:15][NH:16][C:17]([C@@H:19]1[CH2:25][CH2:24][C@@H:23]2[CH2:26][N:20]1[C:21](=[O:32])[N:22]2[O:27][S:28]([OH:31])(=[O:30])=[O:29])=[O:18])=[O:14])(C)(C)C.[C:34]([OH:40])([C:36]([F:39])([F:38])[F:37])=[O:35]>C(Cl)Cl.CCOCC>[F:37][C:36]([F:39])([F:38])[C:34]([OH:40])=[O:35].[NH2:7][C@@H:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]([NH:15][NH:16][C:17]([C@@H:19]1[CH2:25][CH2:24][C@@H:23]2[CH2:26][N:20]1[C:21](=[O:32])[N:22]2[O:27][S:28]([OH:31])(=[O:30])=[O:29])=[O:18])=[O:14]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90228661HCID 90228661, compound

Product 1

HCID 86694096HCID 86694096, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of compound 288 (0.1 g, 0.2 mmol) in DCM (10 mL) at 0° C. was added TFA (0.5 mL) dropwise. After addition, the mixture was stirred at 0° C. for 3 h then diluted with 50 mL of ether. The solid was collected by filtration and washed with additional ether and dried to afford the title compound Compound 40 (Table 2) as a white solid (0.07 g, 72%)

Workup

  1. additionAfter addition
  2. filtrationThe solid was collected by filtration
  3. washwashed with additional ether
  4. customdried

Sources & evidence

ORD record
ord-c47645f2128c4f7bb4e2b09ee7f86405
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

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