HCID 66589964, compound → HCID 66590900, compound

HRID 2363604Notes

Reaction equation

HRID 2363604 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH2:31][CH2:32][CH3:33])[C:9](=[O:30])[NH:10][C@@H:11]1[C@@H:18]2[C@@H:14]([CH2:15][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=3)[CH2:17]2)[CH2:13][CH2:12]1)(C)(C)C.C(N1C[C@@H]2[C@@H](NC(=O)[C@@H](N(C)C(=O)OC(C)(C)C)CC(C)C)CC[C@@H]2C1)C1C=CC=CC=1>>[F:28][C:26]([F:27])([F:29])[C:23]1[CH:24]=[CH:25][C:20]([CH2:19][N:16]2[CH2:17][C@@H:18]3[C@@H:11]([NH:10][C:9](=[O:30])[C@H:8]([CH2:31][CH2:32][CH3:33])[NH2:7])[CH2:12][CH2:13][C@@H:14]3[CH2:15]2)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 66589964HCID 66589964, compoundHCID 131731302HCID 131731302, compound

Product 1

HCID 66590900HCID 66590900, compound

Procedure

The title compound was prepared by substituting tert-Butyl-45)-1-oxo-1-((3aR,4S,6aS)-2-(4-(trifluoromethyl)benzyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)carbamate from Step B for tert-butyl(S)-1-((3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ylamino)-4-methyl-1-oxopentan-2-yl(methyl)carbamate in the procedure described in Example 348: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.19-8.22 (m, 1H), 7.64-7.67 (m, 2H), 7.50-7.53 (m, 2H), 4.37-4.43 (m, 1H), 3.53-3.58 (m, 2H), 3.46 (d, J=13.7 Hz, 1H), 2.86 (dd, J=9.0, 2.6 Hz, 1H), 2.49-2.57 (m, 1H), 2.43-2.49 (m, 1H), 2.33-2.36 (m, 2H), 2.19-2.25 (m, 1H), 2.11-2.20 (m, 2H), 2.06-2.14 (m, 1H), 1.91-2.01 (m, 1H), 1.82-1.90 (m, 1H), 1.62-1.69 (m, 1H), 1.38-1.58 (m, 4H), 0.84 (t, J=7.3 Hz, 3H); MS (ESI+) m/z 384 (M+H)+.

Sources & evidence

ORD record
ord-873aca89cc7b40618ee18002923ca2c6
Source dataset
uspto-grants-2014_04
Patent number
US08691865B2

Reaction notes

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