3-Fluoro-1-propanol → HCID 67300806, compound

HRID 2361518Notes

Reaction equation

HRID 2361518 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[N:8]2[C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[N:11]=[C:7]2[N:6]=[C:5]([C:16]2[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=2)[CH:4]=1.[F:25][CH2:26][CH2:27][CH2:28]O>>[F:25][CH2:26][CH2:27][CH2:28][NH:20][C:19]1[CH:21]=[CH:22][C:16]([C:5]2[CH:4]=[C:3]([C:2]([F:1])([F:23])[F:24])[N:8]3[C:9]4[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=4[N:11]=[C:7]3[N:6]=2)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 680423-Fluoro-1-propanolHCID 67300837HCID 67300837, compound

Product 1

HCID 67300806HCID 67300806, compound

Procedure

The title compound was prepared using General Procedure S from 4-(4-(trifluoromethyl)benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)aniline and 3-fluoropropan-1-ol on a 0.03 mmol scale. N-(3-Fluoropropyl)-4-(4-(trifluoromethyl)benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)aniline (T693) was obtained as a orange solid (3.9 mg, 33%). 1H NMR (400 MHz, DMSO-d6): δ 8.25 (d, J=8.8, 2H), 8.07 (s, 1H), 7.94 (d, J=8.4 Hz, 1H), 7.88 (d, J=8.0 Hz, 1H), 7.57 (t, J=7.6 Hz, 1H), 7.46 (t, J=7.6 Hz, 1H), 6.81 (t, J=5.2 Hz, 1H), 6.76 (d, J=8.8 Hz, 2H), 4.64 (t, J=5.6 Hz, 1H), 4.53 (t, J=5.6 Hz, 1H), 3.28 (m, 2H), 1.97 (m, 2H); MS (ESI) m/z [M+H]+389.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-64ecb2ec6c5546e7bd0ae0f8ac9745c2
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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