Phenethylamine → HCID 57563887, compound

HRID 1726431Notes

Reaction equation

[CH2:1]([NH2:9])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.COC1C=C([CH2:18][CH2:19][NH2:20])C=CC=1.N1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C[O-].[Na+]>>[N:9]1([CH2:1][CH:2]2[C:3]3[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=3)[CH2:18][CH2:19][NH:20]2)[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1

Participants

Reactant 4

HCID 1001Phenethylamine

HCID 8083Morpholine

HCID 748663-Methoxyphenethylamine

HCID 10942334Sodium Methoxide

Product 1

HCID 57563887HCID 57563887, compound

Procedure

1-Morpholin-4-ylmethyl-1,2,3,4-tetrahydro-isoquinoline was synthesized by a similar fashion as shown in Example 3-76a, except that in Step 1, phenethylamine was used to replace 2-(3-methoxy-phenyl)-ethylamine, and that in the first part of Step 3, morpholin was used to replace sodium methoxide as the nucleophile. The crude product was used directly in the next coupling step without further purification.

Workup

customThe crude product was used directly in the next coupling step without further purification

Sources & evidence

ORD record: ord-4214cbd8bc004972b466e69b63ab20fb
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491794B2

Reaction notes

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