HCID 11264450, compound → HCID 11197105, compound

HRID 495135Notes

Reaction equation

HRID 495135 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[CH:8]=[C:7]([O:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([NH:19][CH3:20])=[S:18])[C:6]=2[CH:21]=1.NCCCOC1C2C=CC=CC=2OC(=O)C=1>>[CH3:20][NH:19][C:17]([NH:16][CH2:15][CH2:14][CH2:13][O:12][C:7]1[C:6]2[CH:21]=[CH:2][CH:3]=[CH:4][C:5]=2[O:10][C:9](=[O:11])[CH:8]=1)=[S:18]

Participants

3

Reactant 2

HCID 11264450HCID 11264450, compoundHCID 11301851HCID 11301851, compound

Product 1

HCID 11197105HCID 11197105, compound

Procedure

Is prepared according to the procedure for 1-[3-(6-chloro-2-oxo-2H-1-benzopyran-4-yloxy)-propyl]-3-methyl-thiourea from 4-(3-amino-propoxy)-1-benzopyran-2-one (trifluoroacetic acid salt) to afford the title compound after HPLC purification (71 mg, 73%). 1H NMR (DMSO-d6, 300 MHz) δ 7.87 (1H, dd, J=1.5, 7.75 Hz), 7.67 (1H, m), 7.56 (1H, br s), 7.39 (3H, m), 5.88 (1H, s), 4.24 (2H, t, J=6 Hz), 3.59 (2H, s), 2.79 (3H, s), 2.07 (2H, m); MS (ESI, Pos.) calcd for C14H16N2O3S m/z [M+H]=292.1, found 292.4.

Workup

  1. customIs prepared

Sources & evidence

ORD record
ord-8c6e58bf37a944dfa27aca73423b559d
Source dataset
uspto-grants-2009_05
Patent number
US07538233B2

Reaction notes

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