1,2,3,4-Tetrahydroisoquinoline → HCID 14405662, compound

HRID 1386812Notes

Reaction equation

[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.[CH2:11]([N:18]1[CH2:23][CH2:22][CH:21]([CH:24]=O)[CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(C(C)C)CC)(C)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[CH2:11]([N:18]1[CH2:23][CH2:22][CH:21]([CH2:24][N:2]2[CH2:3][CH2:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:1]2)[CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

Reactant 4

HCID 70461,2,3,4-Tetrahydroisoquinoline

HCID 81531Diisopropylethylamine

HCID 895841-Benzylpiperidine-4-carbaldehyde

HCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 14405662HCID 14405662, compound

Procedure

The title compound was prepared from 1,2,3,4-tetrahydroisoquinoline, 1-benzyl-piperidine-4-carbaldehyde (from Example 162, step A), diisopropylethylamine and sodium triacetoxyborohydride using a procedure analogous to that described in Example 1,, Step J.

Sources & evidence

ORD record: ord-b599f40a1e79433ca0b7d3b7b8ed81af
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06265434B1

Reaction notes

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