1-(4-bromo-3-fluorophenyl)-1H-tetrazole → HCID 71114194, compound

HRID 710125Notes

Reaction equation

HRID 710125 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[CH:11][C:12]3[O:16][C:15]([CH:17]4[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH2:18]4)=[N:14][C:13]=3[CH:30]=2)O1.Br[C:33]1[CH:38]=[CH:37][C:36]([N:39]2[CH:43]=[N:42][N:41]=[N:40]2)=[CH:35][C:34]=1[F:44]>>[F:44][C:34]1[CH:35]=[C:36]([N:39]2[CH:43]=[N:42][N:41]=[N:40]2)[CH:37]=[CH:38][C:33]=1[C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([CH:17]3[CH2:18][CH2:19][N:20]([C:23]([O:25][C:26]([CH3:28])([CH3:29])[CH3:27])=[O:24])[CH2:21][CH2:22]3)=[N:14][C:13]=2[CH:30]=1

Participants

3

Reactant 2

HCID 231221791-(4-bromo-3-fluorophenyl)-1H-tetrazoleHCID 71090269Tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-yl)piperidine-1-carboxylate

Product 1

HCID 71114194HCID 71114194, compoundYield 4.8%

Procedure

Following the General Procedure-1, the titled compound (10 mg) was prepared from Intermediate 8 (200 mg, 0.47 mmol) and 1-(4-bromo-3-fluorophenyl)-1H-tetrazole (110 mg, 0.45 mmol) as a brown solid. M.P.: 203-207° C. 1H-NMR (δ ppm, CDCl3, 400 MHz): 9.04 (s, 1H), 7.88 (s, 1H), 7.71-7.58 (m, 4H), 7.52 (td, 1.6, 8.4, 1H), 4.16 (d, J 10.8, 2H), 3.21-3.12 (m, 1H), 3.00 (t, J 12.2, 2H), 2.21-2.13 (m, 2H), 2.00-1.85 (m, 2H), 1.48 (s, 9H).

Sources & evidence

ORD record
ord-1aa784af6a0e443baeae07a475a1b863
Source dataset
uspto-grants-2015_11
Patent number
US09181214B2

Reaction notes

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