3-(4-Methylphenyl)sulfonyloxypropyl 4-methylbenzenesulfonate → HCID 58362335, compound

HRID 2361490Notes

Reaction equation

HRID 2361490 reaction equation
CC1C=CC(S(OCCC[N:15]([C:23]2[CH:28]=[CH:27][C:26]([C:29]3[N:34]4[C:35]5[CH:41]=[CH:40][CH:39]=[CH:38][C:36]=5[N:37]=[C:33]4[N:32]=[CH:31][CH:30]=3)=[CH:25][CH:24]=2)[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])(=O)=O)=CC=1.N1C2N(C3C=CC=CC=3N=2)C(C2C=CC(N)=CC=2)=CC=1.CC1C=CC(S(OCCCOS(C2C=CC(C)=CC=2)(=O)=O)(=O)=O)=CC=1>>[C:19]([O:18][C:16](=[O:17])[NH:15][C:23]1[CH:24]=[CH:25][C:26]([C:29]2[N:34]3[C:35]4[CH:41]=[CH:40][CH:39]=[CH:38][C:36]=4[N:37]=[C:33]3[N:32]=[CH:31][CH:30]=2)=[CH:27][CH:28]=1)([CH3:22])([CH3:20])[CH3:21]

Participants

4

Reactant 3

HCID 2303703-(4-Methylphenyl)sulfonyloxypropyl 4-methylbenzenesulfonateHCID 58362395HCID 58362395, compoundHCID 59489502HCID 59489502, compound

Product 1

HCID 58362335HCID 58362335, compound

Procedure

3-((4-(Benzo[4,5]imidazo[1,2-a]pyrimidin-4-yl)phenyl)(tert-butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate T544P The title compound was prepared using general procedure D from 4-(benzo[4,5]imidazo[1,2-a]pyrimidin-4-yl)aniline and propane-1,3-diyl bis(4-methylbenzenesulfonate). T554P was isolated as a solid (130 mg, 21%). 1H NMR (400 MHz, CDCl3): δ 1.51 (s, 9H), 2.09 (m, 2H), 2.46 (s, 3H), 3.87-3.90 (m, 2H), 4.12-4.15 (m, 2H), 6.94 (m, 1H), 7.04 (bs, 1H), 7.19 (m, 1H), 7.35 (m, 1H), 7.52-7.65 (m, 5H), 7.77-7.79 (m, 2H), 8.18 (m, 1H), 8.97 (d, J=4.4 Hz, 1H). MS (ESI): 573.1 (M+H+).

Sources & evidence

ORD record
ord-a1f1a8c4e7894a88adf346cbb8889840
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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