Cyclopentylamine → HCID 18357346, compound

HRID 428332Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:10]=1[CH:16]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:17][CH:18]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:26]1([NH2:31])[CH2:30][CH2:29][CH2:28][CH2:27]1>>[CH:26]1([NH:31][CH2:18][CH2:17][CH:16]([C:10]2[CH:11]=[C:12]([Br:15])[CH:13]=[CH:14][C:9]=2[O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

Reactant 2

HCID 2906Cyclopentylamine

HCID 18357288HCID 18357288, compound

Product 1

HCID 18357346HCID 18357346, compound

Procedure

3-(2-Benzyloxy-5-bromophenyl)-3-phenylpropanal, prepared as described in Example 20.1, (7.00 g, 17.71 mmol) was treated with cyclopentylamine as described in Example 31.1. Yield 4.9 g (59%); 1H NMR (CDCl3) δ1.20 (m, 2H), 1.40-1.80 (m, 6H), 2.18 (m, 2H), 2.55 (t, 2H), 2.98 (m, 1H), 4.45 (t, 1H), 5.00 (s, 2H), 6.75 (d, 1H), 7.10-7.45 (m, 12H).

Sources & evidence

ORD record: ord-9f385b792a0844c385ecc7f3556b1f27
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06313132B1

Reaction notes

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