4-Fluorobenzylamine → HCID 178512313, compound

HRID 342643Notes

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].[F:36][C:37]1[CH:44]=[CH:43][C:40]([CH2:41][NH2:42])=[CH:39][CH:38]=1>>[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])[NH:42][CH2:41][C:40]3[CH:43]=[CH:44][C:37]([F:36])=[CH:38][CH:39]=3)=[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]

Participants

Reactant 2

HCID 673264-Fluorobenzylamine

HCID 178503890HCID 178503890, compound

Product 1

HCID 178512313HCID 178512313, compound

Procedure

From the compound of Example 10 (400 mg, 0.79 mmol) and 4-fluorobenzylamine (1 ml, excess) as a white solid (300 mg). 1Hnmr (300 MHz, CDCl3) δ 3.29 (2H, d, J 8.0 Hz), 4.23 (1H, t, J 7.99 Hz), 4.43 (2H, d, J 5.67 Hz), 5.10 (1H, br), 6.44 (1H, t, J 73.57 Hz), 6.48 (1H, t, J 73.34 Hz), 6.90 (2H, d, J 5.89 Hz), 7.02-7.06 (2H, c), 7.10 (1H, br), 7.13-7.26 (8H, c) and 8.39 (2H, d, J 5.97 Hz). m/z (ESI, 60V) 582 (MH+, 100), 562 (21), 540 (39), 489 (15), 447 (12).

Sources & evidence

ORD record: ord-a9cc2c07101547fdb4904e2150874df0
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05859034

Reaction notes

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