Methanol → 5-Chloro-2-methoxybenzenemethanamine

HRID 555712Notes

Reaction equation

HRID 555712 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4](F)[CH:3]=1.[CH3:11][OH:12]>>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[C:4]([O:12][CH3:11])[CH:3]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 936554-Chloro-2-fluorobenzonitrile

Product 1

HCID 509891985-Chloro-2-methoxybenzenemethanamine

Procedure

The title compound is synthesized by coupling followed by reduction of 4-chloro-2-fluoro-benzonitrile and methanol analogously to the preparation of Intermediate 98.1 as a colorless oil; HPLC: AtRet=2.24 min; 1HNMR (CDCl3) δ 7.20-7.10 (m, 1H), 7.00-6.80 (m 2H), 3.90-3.80 (m, 5H), 1.80 (bs, 2H).

Workup

  1. customAtRet=2.24 min

Sources & evidence

ORD record
ord-2994f9b1e56f4bcb981fd4586a9a6807
Source dataset
uspto-grants-2011_11
Patent number
US08053457B2

Reaction notes

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