Cyclopropylamine → HCID 59553185, compound

HRID 1171283Notes

Reaction equation

HRID 1171283 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([N:32]2[CH2:37][CH2:36][O: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][O: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 595530953-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide

Product 1

HCID 59553185HCID 59553185, compound

Procedure

Compound is prepared from 3-fluoro-N-(4-{[2-(methylsulfonyl) pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide and cyclopropylamine according to conditions described in general procedure C. Mp: 118-120° C.; 1H NMR (400 MHz, CDCl3) δ 0.42-0.49 (m, 2 H), 0.70 (d, J=5.6 Hz, 2 H), 2.65 (s, 1 H), 3.25 (t, J=4.0 Hz, 4 H), 3.86 (t, J=4.8 Hz, 4H), 5.25 (s, 1 H), 6.15 (d, J=4.8 Hz, 1 H), 6.78 (d, J=11.6 Hz, 1 H), 7.06 (d, J=8.4 Hz, 2 H), 7.26-7.31 (m, 2 H), 7.49-7.57 (m, 2 H), 7.89 (d, J=8.0 Hz, 1 H), 7.96 (d, J=8.0 Hz, 1 H), 8.15 (s, 1 H), 8.20 (d, J=4.4 Hz, 1 H).

Sources & evidence

ORD record
ord-c100d4155de54a8b90e2667979e54bb4
Source dataset
uspto-grants-2010_11
Patent number
US07829560B2

Reaction notes

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