3-Amino-1-propanol → HCID 58075380, compound

HRID 2370133Notes

Reaction equation

HRID 2370133 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[C:6]=2[N:7]=1.[OH:19][CH2:20][CH2:21][CH2:22][NH2:23]>>[Cl:1][C:2]1[N:3]=[C:4]([NH:23][CH2:22][CH2:21][CH2:20][OH:19])[C:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 90863-Amino-1-propanolHCID 580754242,4-Dichloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[D]pyrimidine

Product 1

HCID 58075380HCID 58075380, compound

Procedure

2,4-dichloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine (Preparation H) was reacted as described in Preparation Hr with 3-hydroxypropan-1-amine to afford 3-(2-chloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)propan-1-ol (Preparation Hv). LC-MS (M+H)+=322.1. 1H NMR (500 MHz, CDCl3) δ ppm 7.08 (2 H, dd, J=8.55, 5.49 Hz), 6.97 (2 H, t, J=8.70 Hz), 5.18 (1 H, br. s.), 4.22-4.27 (1 H, m), 3.66-3.75 (4 H, m), 3.18 (1 H, br. s.), 2.60-2.77 (3 H, m), 2.02-2.12 (1 H, m), 1.78-1.86 (2 H, m)

Sources & evidence

ORD record
ord-fbe055c1c10247bab09ea6c965b6810b
Source dataset
uspto-grants-2014_04
Patent number
US08710061B2

Reaction notes

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