Triethylamine → HCID 178495781, compound

HRID 255057

Reaction equation

HRID 255057 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]=1

Participants

6

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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