3-(Difluoromethoxy)benzylamine → HCID 60207377, compound

HRID 1192159Notes

Reaction equation

HRID 1192159 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14](Cl)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[F:21][CH:22]([F:32])[O:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][NH2:28]>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:28][CH2:27][C:26]2[CH:29]=[CH:30][CH:31]=[C:24]([O:23][CH:22]([F:21])[F:32])[CH:25]=2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 20633503-(Difluoromethoxy)benzylamineHCID 60207337HCID 60207337, compound

Product 1

HCID 60207377HCID 60207377, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carbonyl chloride (120 mg, 0.33 mmol) and 3-difluoromethoxy-benzylamine (46.6 mg, 0.39 mmol). The title compound was obtained as a solid (100 mg, 42% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.43 (1H, m), 8.98 (2H, s), 8.47 (1H, s), 7.39 (1H, m), 7.11 (1H, m), 7.06 (2H, m), 4.42 (2H, m), 3.32 (1H, m). MS m/z: 504.06, 506.07 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4bcd8f08450d4ce6b247c7fe60e3b382
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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