HCID 21078372, compound → 2-(5-bromo-3-pyridyloxy)-N-(2-methylhex-3-yn-2-yl)butyramide
Reaction equation
Cl.[NH2:2][C:3]([CH3:9])([CH3:8])[C:4]#[C:5][CH2:6][CH3:7].[Br:10][C:11]1[CH:12]=[C:13]([O:17][CH:18]([CH2:22][CH3:23])[C:19](O)=[O:20])[CH:14]=[N:15][CH:16]=1>>[Br:10][C:11]1[CH:12]=[C:13]([O:17][CH:18]([CH2:22][CH3:23])[C:19]([NH:2][C:3]([CH3:9])([C:4]#[C:5][CH2:6][CH3:7])[CH3:8])=[O:20])[CH:14]=[N:15][CH:16]=1Participants
3
Procedure
This compound was prepared using a similar procedure to that described in Stage 3 of Example 1 except that 5-amino-5-methylhex-3-yne hydrochloride was used in place of 4-amino-4-methylpent-2-yne hydrochloride and 2-(5-bromo-3-pyridyloxy)butyric acid was used in place of 2-(5-chloro-3-pyridyloxy)butyric acid. The compound was characterised as follows: colourless solid, m.p. 90–92° C.; 1H NMR (CDCl3) δ: 1.02–1.06 (3H, t); 1.10–1.14 (3H, t); 1.62 (6H, s); 1.96–2.02 (2H, m); 2.16–2.22 (2H, m); 4.424.46 (1H, m); 6.30 (1H, br s); 7.40 (1H, m); 8.30 (1H, d); 8.36 (1H, d).
Workup
- customThis compound was prepared
Sources & evidence
- ORD record
- ord-7d2970fb0c6b488db00337796d114e81
- Source dataset
- uspto-grants-2007_01
- Patent number
- US07166621B2
Reaction notes
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