(1-Aminocyclopropyl)methanol → HCID 51030645, compound

HRID 1624020Notes

Reaction equation

HRID 1624020 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:16]2[C@@H:15]3[CH2:17][C@@H:14]3[CH2:13][C:12]=2[C:11]([C:18](O)=[O:19])=[N:10]1.[OH:21][CH2:22][C:23]1([NH2:26])[CH2:25][CH2:24]1>>[OH:21][CH2:22][C:23]1([NH:26][C:18]([C:11]2[C:12]3[CH2:13][C@H:14]4[CH2:17][C@H:15]4[C:16]=3[N:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])[N:10]=2)=[O:19])[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 14146220(1-Aminocyclopropyl)methanolHCID 68182705HCID 68182705, compound

Product 1

HCID 51030645HCID 51030645, compound

Procedure

The title compound was prepared in a manner similar to that described in Method G using (1aR,5aR)-2-(2,4-dichloro-phenyl)-1a,2,5,5a-tetrahydro-1H-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid and (1-hydroxymethyl-cyclopropyl)-amine. LCMS m/z=378.2 [M+H]+; 1H NMR (400 MHz, CDCl3) δ ppm 0.51 (td, J=4.6 and 3.4 Hz, 1H), 0.90-1.03 (m, 4H), 1.14-1.21 (m, 1H), 2.00-2.07 (m, 1H), 2.27-2.37 (m, 1H), 2.97 (d, J=16.6 Hz, 1H), 3.06 (dd, J=16.6 and 6.3 Hz, 1H), 3.71 (s, 2H), 7.28 (bs, 1H), 7.40 (dd, J=8.5 and 2.1 Hz, 1H), 7.44 (d, J=8.5 Hz, 1H), 7.58 (d, J=2.1 Hz, 1H).

Sources & evidence

ORD record
ord-44df34e32ec24bc0a9d553222f324e93
Source dataset
uspto-grants-2014_07
Patent number
US08778950B2

Reaction notes

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