2-Amino-2-methyl-1-propanol → HCID 86669649, compound

HRID 1623898Notes

Reaction equation

HRID 1623898 reaction equation
[Br:1][C:2]1[N:3]=[CH:4][C:5]([N:8]2[C:15]3[C@@H:14]4[CH2:16][C@@H:13]4[CH2:12][C:11]=3[C:10]([C:17](O)=[O:18])=[N:9]2)=[N:6][CH:7]=1.[NH2:20][C:21]([CH3:25])([CH3:24])[CH2:22][OH:23]>>[OH:23][CH2:22][C:21]([NH:20][C:17]([C:10]1[C:11]2[CH2:12][C@H:13]3[CH2:16][C@H:14]3[C:15]=2[N:8]([C:5]2[CH:4]=[N:3][C:2]([Br:1])=[CH:7][N:6]=2)[N:9]=1)=[O:18])([CH3:25])[CH3:24]

Participants

3

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 86669650HCID 86669650, compound

Product 1

HCID 86669649HCID 86669649, compound

Procedure

The title compound was prepared in a manner similar to that described in Method G, using (1aR,5aR)-2-(5-bromopyrazin-2-yl)-1a,2,5,5a-tetrahydro-1H-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic Acid and 2-amino-2-methylpropan-1-ol. LCMS m/z=392.2 [M+H]+; 1H NMR (400 MHz, CDCl3) δ ppm 0.45 (td, J=4.7 and 3.5 Hz, 1H), 1.25 (td, J=8.0 and 4.7 Hz, 1H), 1.41 (s, 3H), 1.42 (s, 3H), 2.27-2.33 (m, 1H), 2.67-2.72 (m, 1H), 2.91 (d, J=16.8 Hz, 1H), 3.00 (dd, J=16.8 and 6.2 Hz, 1H), 3.70 (s, 2H), 4.53 (s, 1H), 6.90 (s, 1H), 8.50 (d, J=1.4 Hz, 1H), 8.99 (d, J=1.4 Hz, 1H).

Sources & evidence

ORD record
ord-87474268a6014f82a1510b8c07ffd0b6
Source dataset
uspto-grants-2014_07
Patent number
US08778950B2

Reaction notes

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