Benzylamine → HCID 21468666, compound

HRID 1939053Notes

Reaction equation

[CH3:1][N:2]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[C:3](=[O:14])[CH2:4][NH:5][C@H:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)C.C1([C@@H](N)C)C=CC=CC=1.C(N)C1C=CC=CC=1>>[CH3:1][N:2]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[C:3](=[O:14])[CH2:4][NH:5][CH2:6][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Reactant 3

HCID 7504Benzylamine

HCID 758181-Phenethylamine, (-)-

HCID 53957623HCID 53957623, compound

Product 1

HCID 21468666HCID 21468666, compound

Procedure

The procedure of section (e) can be used generally to prepare many of the amines of formula A-H. For example, by following the latter procedure but replacing (S)-1-phenylethylamine with an equivalent amount of benzylamine, N-methyl-2-[(phenylmethyl)amino]-N-[2-(2 -pyridinyl)ethyl]acetamide was obtained via the corresponding Boc derivative. The Boc derivative had the following NMR: 1H NMR(CDCl3) δ 8.60 (d, J=5 Hz, 1H), 8.40 (m, 1H), 7.70-7.00 (m,7H), 4.55-4.52 and 4.48 (2s,2H), 3.90 (d, J=11 Hz, 1H), 3.80-3.55 (m,2H), 3.10-2.90 (m,3H), 2.90 (s,3H), 1.50 (3s,9H).

Sources & evidence

ORD record: ord-267792569b0b4ad7a710d818780c35c4
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05693619

Reaction notes

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