2-Amino-6-fluorobenzonitrile → HCID 66746807, compound

HRID 1467029Notes

Reaction equation

HRID 1467029 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][OH:15])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH2:16][C:17]1[CH:24]=[CH:23][CH:22]=[C:21](F)[C:18]=1[C:19]#[N:20]>>[NH2:16][C:17]1[C:18]([C:19]#[N:20])=[C:21]([CH:22]=[CH:23][CH:24]=1)[O:15][CH2:14][CH:11]1[CH2:12][CH2:13][N:8]([C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH2:9][CH2:10]1

Participants

3

Reactant 2

HCID 5226592-Amino-6-fluorobenzonitrileHCID 2764081Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate

Product 1

HCID 66746807HCID 66746807, compound

Procedure

Prepared as in Example 22b from N-Boc-4-piperidinemethanol and 2-amino-6-fluoro-benzonitrile as an off-white solid (37%). 1H NMR (400 MHz, DMSO-d6) δ 1.15-1.21 (m, 2H), 1.40 (s, 9H), 1.74 (m, 2H), 1.99 (brs, 1H), 2.74 (brs, 2H), 3.87 (d, J=4.0 Hz, 2H), 3.96 (m, 2H), 5.99 (s, 2H), 6.21 (d, J=8.0 Hz, 1H), 6.33 (d, J=8.0 Hz, 1H), 7.17 (t, J=8.0 Hz, 1H). MS 232 (MH+-Boc).

Sources & evidence

ORD record
ord-e42c5c87c6344c9d87088fa7e27d40fd
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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