Trifluoroacetic acid → methyl (7R)-14-cyclohexyl-7-(methyl{2-[3-(methylamino)pyrrolidin-1-yl]ethyl}amino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

HRID 1669457Notes

Reaction equation

HRID 1669457 reaction equation
C(O[C:6]([N:8](C)[CH:9]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]([CH3:46])[C@@H:17]2[CH2:24][N:23]3[C:25]4[CH:26]=[C:27]([C:38]([O:40][CH3:41])=[O:39])[CH:28]=[CH:29][C:30]=4[C:31]([CH:32]4[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]4)=[C:22]3[C:21]3[CH:42]=[CH:43][CH:44]=[CH:45][C:20]=3[O:19][CH2:18]2)[CH2:10]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:32]1([C:31]2[C:30]3[CH:29]=[CH:28][C:27]([C:38]([O:40][CH3:41])=[O:39])=[CH:26][C:25]=3[N:23]3[C:22]=2[C:21]2[CH:42]=[CH:43][CH:44]=[CH:45][C:20]=2[O:19][CH2:18][C@H:17]([N:16]([CH3:46])[CH2:15][CH2:14][N:11]2[CH2:12][CH2:13][CH:9]([NH:8][CH3:6])[CH2:10]2)[CH2:24]3)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67343719methyl (7R)-7-[(2-{3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidin-1-yl}ethyl)(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Product 1

HCID 67343764methyl (7R)-14-cyclohexyl-7-(methyl{2-[3-(methylamino)pyrrolidin-1-yl]ethyl}amino)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl (7R)-7-[(2-{3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidin-1-yl}ethyl)(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate was dissolved in DCM and treated with TFA. The solution was stirred for 2 h at RT. The solvents were removed in vacuo to leave the product as pale yellow foam. (ES+) m/z 545 (M+H)+.

Workup

  1. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-c630fa972dc047489b3abc10cc4b7a65
Source dataset
uspto-grants-2011_08
Patent number
US07989438B2

Reaction notes

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