Trifluoroacetic acid → HCID 86694096, compound

HRID 1053479Notes

Reaction equation

HRID 1053479 reaction equation
[O:1]=[C:2]1[N:8]2[CH2:9][C@@H:4]([CH2:5][CH2:6][C@H:7]2[C:10]([NH:12][NH:13][C:14]([C@@H:16]2[CH2:20][CH2:19][CH2:18][C@H:17]2[NH:21]C(=O)OC(C)(C)C)=[O:15])=[O:11])[N:3]1[O:29][S:30]([OH:33])(=[O:32])=[O:31].[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].[NH2:21][C@@H:17]1[CH2:18][CH2:19][CH2:20][C@H:16]1[C:14]([NH:13][NH:12][C:10]([C@@H:7]1[CH2:6][CH2:5][C@@H:4]2[CH2:9][N:8]1[C:2](=[O:1])[N:3]2[O:29][S:30]([OH:33])(=[O:32])=[O:31])=[O:11])=[O:15]

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-1cc13a29e8e3435da0c4357c7823d09f
Source dataset
uspto-grants-2016_07
Patent number
US09393239B2

Reaction notes

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