1-Pyrrolidineethanol → HCID 54767259, compound

HRID 2368949Notes

Reaction equation

HRID 2368949 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([C:26]3[CH:31]=[CH:30][C:29](I)=[CH:28][CH:27]=3)[O:10][C:11]3[C:16]([C:17]=2[CH3:18])=[CH:15][C:14]([O:19]C2CCCCO2)=[CH:13][CH:12]=3)=[CH:4][CH:3]=1.[N:33]1([CH2:38][CH2:39][OH:40])[CH2:37][CH2:36][CH2:35][CH2:34]1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([C:26]3[CH:31]=[CH:30][C:29]([O:40][CH2:39][CH2:38][N:33]4[CH2:37][CH2:36][CH2:35][CH2:34]4)=[CH:28][CH:27]=3)[O:10][C:11]3[C:16]([C:17]=2[CH3:18])=[CH:15][C:14]([OH:19])=[CH:13][CH:12]=3)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 762881-PyrrolidineethanolHCID 86682921HCID 86682921, compound

Product 1

HCID 54767259HCID 54767259, compound

Procedure

The title compound was synthesized as described in Example 30 using 3-(4-fluorophenyl)-2-(4-iodophenyl)-4-methyl-6-((tetrahydro-2H-pyran-2-yl)oxy)-2H-chromene and 2-(pyrrolidin-1-yl)ethanol as starting materials. 1H NMR (DMSO-d6; TFA salt): δ 9.65 (br s, 1H), 8.99 (br s, 1H), 7.32 (m, 2H), 7.22 (m, 4H), 6.86 (d, 2H), 6.76 (m, 1H), 6.50 (m, 2H), 5.96 (s, 1H), 4.21 (t, 2H), 3.54 (m, 4H), 3.08 (m, 2H), 2.02 (s, 3H), 1.99 (m, 2H), 1.84 (m, 2H); LCMS: 446 (M+H)+.

Sources & evidence

ORD record
ord-7a8d7b9c425146b0bce1ea844a7502e3
Source dataset
uspto-grants-2014_04
Patent number
US08703810B2

Reaction notes

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