Trifluoroacetic acid → HCID 11979018, compound

HRID 132492Notes

Reaction equation

HRID 132492 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-522c8bb655a44dd8b77b3ef06d1521ef
Source dataset
uspto-grants-2008_06
Patent number
US07384931B2

Reaction notes

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