Cyclopropylamine → HCID 59553399, compound

HRID 1171331Notes

Reaction equation

HRID 1171331 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:31]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21](S(C)(=O)=O)[N:20]=2)=[CH:10][CH:9]=1)=[O:6].[CH:38]1([NH2:41])[CH2:40][CH2:39]1>>[CH:38]1([NH:41][C:21]2[N:20]=[C:19]([O:18][C:11]3[C:12]4[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=4)[C:8]([NH:7][C:5](=[O:6])[C:4]4[CH:29]=[C:30]([N:32]5[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]5)[CH:31]=[C:2]([F:1])[CH:3]=4)=[CH:9][CH:10]=3)[CH:24]=[CH:23][N:22]=2)[CH2:40][CH2:39]1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 667379693-fluoro-N-[4-(2-methanesulfonyl-pyrimidin-4-yloxy)-naphthalen-1-yl]-5-piperidin-1-yl-benzamide

Product 1

HCID 59553399HCID 59553399, compound

Procedure

Compound is prepared from 3-fluoro-N-[4-(2-methanesulfonyl-pyrimidin-4-yloxy)-naphthalen-1-yl]-5-piperidin-1-yl-benzamide and cyclopropylamine according to conditions described in general procedure C. Mp: 157-158° C.; 1H NMR (400 MHz, DMSO-d6) δ 0.32-0.48 (m, 4 H), 1.58 (s, 6 H), 3.19-3.31 (m, 4 H), 6.34 (bs, 1 H), 6.96 (d, J=12.4, 1 H), 7.15 (d, J=8.7 Hz, 1 H), 7.34-7.42 (m, 3 H), 7.53-7.63 (m, 3 H), 7.81 (d, J=8.0 Hz, 1 H), 7.95 (d, J=8.0 Hz, 1 H), 8.21-8.23 (m, 1 H), 10.40 (s, 1 H).

Sources & evidence

ORD record
ord-5d4725b9f97948288273c2db4aaa1f6f
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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