4-(5-Benzylbenzo[d]thiazol-2-yl)-3-fluorobenzaldehyde → HCID 58415390, compound

HRID 2075190Notes

Reaction equation

HRID 2075190 reaction equation
[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]2[S:15][C:14]([C:16]3[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][C:17]=3[F:24])=[N:13][C:12]=2[CH:25]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:26][C:27]1([C:31]([O:33][CH3:34])=[O:32])[CH2:30][NH:29][CH2:28]1>>[CH2:1]([C:8]1[CH:9]=[CH:10][C:11]2[S:15][C:14]([C:16]3[CH:23]=[CH:22][C:19]([CH2:20][N:29]4[CH2:30][C:27]([OH:26])([C:31]([O:33][CH3:34])=[O:32])[CH2:28]4)=[CH:18][C:17]=3[F:24])=[N:13][C:12]=2[CH:25]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 584152874-(5-Benzylbenzo[d]thiazol-2-yl)-3-fluorobenzaldehydeHCID 59559320HCID 59559320, compound

Product 1

HCID 58415390HCID 58415390, compound

Procedure

Synthesized according to Scheme B1 and general procedure I from 4-(5-benzylbenzo[d]thiazol-2-yl)-3-fluorobenzaldehyde (0.057 g, 0.16 mmol) and methyl 3-hydroxyazetidine-3-carboxylate (0.031 g, 0.16 mmol) to give methyl 1-((4-(5-benzylbenzo[d]thiazol-2-yl)-3-fluorophenyl)methyl)-3-hydroxyazetidine-3-carboxylate. 1H NMR (300 MHz, CDCl3) δ ppm 8.37 (t, J=7.7 Hz, 1H), 7.93 (s, 1H), 7.84 (d, J=8.2 Hz, 1H), 7.21-7.35 (m, 8H), 4.15 (s, 2H), 3.93-4.07 (m, 7H), 3.52-3.67 (m, 2H). MS (ESI) m/z: Calculated: 462.1 Observed: 463.1 (M++1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-3047c48bfdea483ea73fd989d4bd6ede
Source dataset
uspto-grants-2011_04
Patent number
US07919519B2

Reaction notes

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