Methylamine → HCID 67776010, compound

HRID 705809Notes

Reaction equation

HRID 705809 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:17]([F:20])([F:19])[F:18].[CH3:21][NH2:22].[BH4-].[Na+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([CH2:13][NH:22][CH3:21])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:17]([F:20])([F:19])[F:18]

Participants

4

Reactant 3

HCID 6329MethylamineHCID 4311764Sodium borohydrideHCID 866661874-(4-Chloro-3-(trifluoromethyl)phenoxy)benzaldehyde

Product 1

HCID 67776010HCID 67776010, compound

Conditions

Temperature
23 °C

Procedure

4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzaldehyde (3 g, 9.98 mmol) was mixed with a methylamine (1.549 g, 49.9 mmol) alcohol solution. The reaction mixture was stirred at 23° C. overnight. NaBH4 (1.132 g, 29.9 mmol) was added and stirred for additional 2 h. Purification via an ISCO system then provided the title compound as a yellow solid. LCMS: rt=2.53 min, [M+H+]=316.1

Workup

  1. stirringstirred for additional 2 h
  2. customPurification via an ISCO system

Sources & evidence

ORD record
ord-645783ff58c0432489f4d583bf457030
Source dataset
uspto-grants-2015_11
Patent number
US09174968B2

Reaction notes

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