HCID 57794622, compound → HCID 11377034, compound

HRID 2099802Notes

Reaction equation

HRID 2099802 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]2[C:19]([CH:20]([NH:32][C:33]([N:35]3[CH2:40][CH2:39][CH:38]([N:41]4[CH2:50][C:49]5[C:44](=[C:45]([F:51])[CH:46]=[CH:47][CH:48]=5)[NH:43][C:42]4=[O:52])[CH2:37][CH2:36]3)=[O:34])[CH2:21][C:22]3[CH:23]=[C:24]4[C:28](=[C:29]([CH3:31])[CH:30]=3)[NH:27][N:26]=[CH:25]4)=[N:18][N:17]=[N:16]2)[CH2:10][CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O.C(Cl)Cl>[F:51][C:45]1[CH:46]=[CH:47][CH:48]=[C:49]2[C:44]=1[NH:43][C:42](=[O:52])[N:41]([CH:38]1[CH2:37][CH2:36][N:35]([C:33]([NH:32][CH:20]([C:19]3[N:15]([CH2:14][CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)[N:16]=[N:17][N:18]=3)[CH2:21][C:22]3[CH:23]=[C:24]4[C:28](=[C:29]([CH3:31])[CH:30]=3)[NH:27][N:26]=[CH:25]4)=[O:34])[CH2:40][CH2:39]1)[CH2:50]2

Participants

4

Reactant 1

HCID 57794622HCID 57794622, compound

Product 1

HCID 11377034HCID 11377034, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl-4-({5-(1-[4-(8-fluoro-2-oxo-1,2-dihydroquinazolin-3[4H]-yl)piperidine-1-carboxamido]-2-(7-methyl-1H-indazol-5-yl)ethyl)-1H-tetrazol-1-yl}methyl)piperidine-1-carboxylate (10 mg, 0.014 mmol) was dissolved in a 1:1 mixture of trifluoroacetic acid and methylene chloride (1.0 mL) and stirred at room temperature for 30 min. The solvent was removed under reduced pressure and the compound dried in vacuo for 2 h to afford 5.9 mg (68%). 1H-NMR (CD3OD, 500 MHz) δ 1.20-1.48 (m, 4H), 1.50-1.79 (m, 5H) 2.24 (dd, J=12.5, 8.6, 1H), 2.50 (s, 3H), 2.57 (dd, J=11.6, 11.3, 1H), 3.18 (bs, 2H), 3.47 (s, 1H), 4.01-4.40 (m, 7H), 5.29 (dd, J=8.2, 7.9, 1H), 6.90-7.15 (m, 4H), 7.37 (s, 1H), 7.98 (s, 1H), 8.00 (s, 1H). Mass spec.: 616.20 (MH)+.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe compound dried in vacuo for 2 h
  3. customto afford 5.9 mg (68%)

Sources & evidence

ORD record
ord-39ba12493db341e79e219d2f9ec9a6a3
Source dataset
uspto-grants-2009_08
Patent number
US07569578B2

Reaction notes

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