Trifluoroacetic acid → HCID 67346915, compound

HRID 1669454Notes

Reaction equation

HRID 1669454 reaction equation
C(OC([NH:8][S:9]([N:12]([CH3:50])[CH2:13][CH2:14][N:15]1[CH2:19][CH2:18][CH2:17][CH:16]1[CH2:20][O:21][C@H:22]1[CH2:29][N:28]2[C:30]3[CH:31]=[C:32]([C:43]([OH:45])=[O:44])[CH:33]=[CH:34][C:35]=3[C:36]([CH:37]3[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]3)=[C:27]2[C:26]2[CH:46]=[CH:47][CH:48]=[CH:49][C:25]=2[O:24][CH2:23]1)(=[O:11])=[O:10])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][S:9]([N:12]([CH3:50])[CH2:13][CH2:14][N:15]1[CH2:19][CH2:18][CH2:17][CH:16]1[CH2:20][O:21][C@H:22]1[CH2:29][N:28]2[C:30]3[CH:31]=[C:32]([C:43]([OH:45])=[O:44])[CH:33]=[CH:34][C:35]=3[C:36]([CH:37]3[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]3)=[C:27]2[C:26]2[CH:46]=[CH:47][CH:48]=[CH:49][C:25]=2[O:24][CH2:23]1)(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67344671HCID 67344671, compound

Product 1

HCID 67346915HCID 67346915, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (7S)-7-[(1-{2-[{[(tert-butoxycarbonyl)amino]sulfonyl}(methyl)amino]ethyl}-pyrrolidin-2-yl)methoxy]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid (7 mM) in DCM was treated with an excess of TFA (>100 eq). The mixture was stirred at RT for 3.5 h. Volatiles were removed in vacuo. The residue was dissolved in toluene and re-evaporated to drive off excess TFA. The material was taken on without further purification. (ES+) m/z 611 (M+H)+.

Workup

  1. customVolatiles were removed in vacuo
  2. dissolutionThe residue was dissolved in toluene
  3. customre-evaporated
  4. customThe material was taken on without further purification

Sources & evidence

ORD record
ord-9c48a111bf74456e88a38c16381540a9
Source dataset
uspto-grants-2011_08
Patent number
US07989438B2

Reaction notes

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