Reaction equation
F[C:2]1[CH:18]=[CH:17][C:5]([CH2:6][C:7]2[S:11][C:10](=[NH:12])[N:9]([CH2:13][CH2:14][O:15][CH3:16])[CH:8]=2)=[CH:4][CH:3]=1.[CH2:19]1[CH:26]2[C:22]3([C:28]([OH:30])=O)[CH2:23][CH:24]([CH2:27][CH:20]1[CH2:21]3)[CH2:25]2.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.[F:48][P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[F:48][C:17]1[CH:18]=[CH:2][CH:3]=[CH:4][C:5]=1[CH2:6][C:7]1[S:11]/[C:10](=[N:12]\[C:28]([C:22]23[CH2:23][CH:24]4[CH2:27][CH:20]([CH2:19][CH:26]2[CH2:25]4)[CH2:21]3)=[O:30])/[N:9]([CH2:13][CH2:14][O:15][CH3:16])[CH:8]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of the product of Example 44A (342 mg, 1.29 mmol), hexahydro-2,5-methano-pentalene-3a-carboxylic acid (256 mg, 1.54 mmol), HATU (737 mg, 1.24 mmol) and triethylamine (1.08 mL, 7.74 mmol) in 20 mL of DMF was processed according to the method of Example 43B to afford the title compound: 1H NMR (500 MHz, DMSO-d6) δ 1.51-1.61 (m, 4 H) 1.65-1.74 (m, 4 H) 2.07 (d, J=9.2 Hz, 2 H) 2.22-2.26 (m, 2 H) 2.51-2.53 (m, 1 H) 3.24 (s, 3 H) 3.66 (t, J=5.3 Hz, 2 H) 3.98 (s, 2 H) 4.23 (t, J=5.3 Hz, 2 H) 7.16-7.22 (m, 3 H) 7.23 (s, 1 H) 7.29-7.38 (m, 2 H); MS (DCI/NH3) m/z 415 (M+H)+.
Sources & evidence
- ORD record
- ord-66c76cf974b34ce29feee551977e05b6
- Source dataset
- uspto-grants-2011_01
- Patent number
- US07875639B2
Linked notes
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