3-(1-Benzyl-piperidin-4-ylamino)-propan-1-ol → HCID 54226485, compound

HRID 582558Notes

Reaction equation

HRID 582558 reaction equation
O[CH2:2]CCNC1CCN(CC2C=CC=CC=2)CC1.[C:19]([C:22]1[CH:23]=[C:24]([N:28]([CH:45]2[CH2:49][CH2:48][CH2:47][CH2:46]2)[C:29]([NH:31][CH:32]2[CH2:37][CH2:36][N:35]([CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH2:34][CH2:33]2)=[O:30])[CH:25]=[CH:26][CH:27]=1)(=[NH:21])[NH2:20]>>[C:19]([C:22]1[CH:23]=[C:24]([N:28]([CH:45]2[CH2:49][CH2:48][CH2:47][CH2:46][CH2:2]2)[C:29]([NH:31][CH:32]2[CH2:33][CH2:34][N:35]([CH2:38][C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH2:36][CH2:37]2)=[O:30])[CH:25]=[CH:26][CH:27]=1)(=[NH:21])[NH2:20]

Participants

3

Reactant 2

HCID 31534663-(1-Benzyl-piperidin-4-ylamino)-propan-1-olHCID 54025692HCID 54025692, compound

Product 1

HCID 54226485HCID 54226485, compound

Procedure

This material was prepared from 4-(3-hydroxypropyl)amino-1-benzylpiperidine by the same route employed in the synthesis of N-(3-amidinophenyl)-N'-(1-benzylpiperidin-4-yl)cyclopentylurea. There was obtained 26 mg of the desired product as the bis-tifluoroacetic acid salt after purification by reverse phase HPLC. LRMS (M+2H)2+ m/z 196.7, (M+H)+ m/z 392;1H NMR (CD3OD): d 2.23 (m, 6H), 3.21 (bt, 2H), 3.58 (t, 2H, J=5.12 Hz), 3.62 (m, 2H), 4.39 (m, 3H), 4.53 (t, 2H, J=5.12 Hz), 7.51 (m, 5H), 7.62-7.78 (m, 3H), 7.81 (s, 1H).

Sources & evidence

ORD record
ord-4bd11165e6804515acd3d60c62c8feed
Source dataset
uspto-grants-1999_07
Patent number
US05925635

Reaction notes

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