Benzylamine → HCID 178512309, compound

HRID 342642Notes

Reaction equation

HRID 342642 reaction equation
[F:1][CH:2]([F:35])[O:3][C:4]1[CH:5]=[C:6]([C@@H:14]([C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:29](=[N:32][C:33]#[N:34])SC)=[CH:24][CH:23]=2)[CH2:15][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH:11]([F:13])[F:12].[CH2:36]([NH2:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>O1CCCC1>[CH2:36]([NH:43][C:29]([NH:28][C:25]1[CH:26]=[CH:27][C:22]([C@H:14]([C:6]2[CH:7]=[CH:8][C:9]([O:10][CH:11]([F:13])[F:12])=[C:4]([O:3][CH:2]([F:35])[F:1])[CH:5]=2)[CH2:15][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)=[CH:23][CH:24]=1)=[N:32][C:33]#[N:34])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 178503890HCID 178503890, compound

Product 1

HCID 178512309HCID 178512309, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the compound of Example 10 (400 mg, 0.79 mmol) in anhydrous tetrahydrofuran (10 ml) was added benzylamine (1 ml, excess). The mixture was stirred at room temperature for 72 h. The solvent and volatiles were removed in vacuo to yield the title compound as a white solid (300 mg). 1Hnmr (300 MHz, CDCl3) δ 3.28 (2H, d, J 7.99 Hz), 4.21 (1H, t, J 7.98 Hz), 4.47 (2H, d, J 5.69 Hz), 5.27 (1H, br), 6.43 (1H, t, J 73.58 Hz), 6.47 (1H, t, J 73.39 Hz), 6.89 (2H, d, J 6.03 Hz), 6.99-7.34 (12H, c) and 8.38 (2H, d, J 6.04 Hz). For C29H23N5O7F4 requires C, 63.94%; H, 4.47%; N, 12.43%; Found C, 63.87%; H, 4.48%; N, 12.52%.

Workup

  1. customThe solvent and volatiles were removed in vacuo

Sources & evidence

ORD record
ord-4d0256baf9b3438c99daee693c78d620
Source dataset
uspto-grants-1999_01
Patent number
US05859034

Reaction notes

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