Diisopropylethylamine → 4-{4-[([1,3]Dithiolan-2-ylmethyl)-amino]-5-phenyl-furo[2,3-d]pyrimidin-6-yl}-phenol

HRID 502658Notes

Reaction equation

HRID 502658 reaction equation
Cl[C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:9]([C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)[O:8][C:4]=2[N:5]=[CH:6][N:7]=1.[S:24]1[CH2:28][CH2:27][S:26][CH:25]1[CH2:29][NH2:30].CCN(C(C)C)C(C)C>C(O)CCC>[S:24]1[CH2:28][CH2:27][S:26][CH:25]1[CH2:29][NH:30][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:9]([C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)[O:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 12372267(1,3-Dithiolan-2-yl)methanamineHCID 714704204-(4-Chloro-5-phenyl-furo[2,3-d]pyrimidin-6-yl)-phenol

Product 1

HCID 714707694-{4-[([1,3]Dithiolan-2-ylmethyl)-amino]-5-phenyl-furo[2,3-d]pyrimidin-6-yl}-phenol

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared by a method analogous to that for 70. Briefly, compound 79 was heated with C-[1,3]dithiolan-2-yl-methylamine and DIEA in 1-butanol to provide the title compound. MS: 422.1 (M+1). 1HNMR (DMSO-d6) ppm 9.86 (s, 1H), 8.33 (s, 1H), 7.59-7.51 (m, 5H), 7.26 (d, 2H, 7.00 Hz), 6.74 (d, 2H, 7.00 Hz), 5.35 (t, 1H), 4.69 (t, 1H, J=6.00 Hz), 3.64 (t, 2H, J=6.00 Hz), 3.13-3.05 (m, 4H).

Workup

  1. customThis compound was prepared by a method analogous to that for 70

Sources & evidence

ORD record
ord-d2cc3099a7ea4a319e58eeba90fb63f3
Source dataset
uspto-grants-2010_08
Patent number
US07776867B2

Reaction notes

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