Trifluoroacetic acid → HCID 11979018, compound

HRID 1985564Notes

Reaction equation

HRID 1985564 reaction equation
[O:1]=[C:2]1[N:15]([CH:16]2C[CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]2)[CH2:14][C:6]2[C:7]3[CH:8]=[N:9][NH:10][C:11]=3[CH:12]=[CH:13][C:5]=2[CH2:4][C@H:3]1[NH:29][C:30]([N:32]1[CH2:37][CH2:36][CH:35]([N:38]2[CH2:47][C:46]3[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=3)[NH:40][C:39]2=[O:48])[CH2:34][CH2:33]1)=[O:31].FC(F)(F)C(O)=O>ClCCl>[O:48]=[C:39]1[N:38]([CH:35]2[CH2:36][CH2:37][N:32]([C:30]([NH:29][C@H:3]3[C:2](=[O:1])[N:15]([CH:16]4[CH2:17][CH2:18][NH:19][CH2:20]4)[CH2:14][C:6]4[C:7]5[CH:8]=[N:9][NH:10][C:11]=5[CH:12]=[CH:13][C:5]=4[CH2:4]3)=[O:31])[CH2:33][CH2:34]2)[CH2:47][C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[NH:40]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11978196HCID 11978196, compound

Product 1

HCID 11979018HCID 11979018, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-tert-butyl 4-(8-oxo-7-(4-(2-oxo-1,2-dihydroquinazolin-3(4H)-yl)piperidine-1-carboxamido)-7,8-dihydroazepino[3,4-e]indazol-9(3H,6H, 10H)-yl)piperidine-1-carboxylate (45 mg, 0.06 mmol) was dissolved in dichloromethane (1 mL). Trifluoroacetic acid (0.25 mL) was added to the mixture. Reaction stirred at room temperature for 1.5 hour. Reaction mixture was concentrated in vacuo. C18 preparatory HPLC purification afforded the title compound as yellow solid in 52% yield. High resolution MS m/e (M+H)+=543.2830.

Workup

  1. customReaction
  2. customReaction mixture
  3. concentrationwas concentrated in vacuo
  4. customC18 preparatory HPLC purification

Sources & evidence

ORD record
ord-d1f990e2a5c64474a1ce1c87e18aa2eb
Source dataset
uspto-grants-2009_06
Patent number
US07544680B2

Reaction notes

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