4-(5-Cyano-7-isopropylbenzo[d]oxazol-2-yl)benzoic acid → HCID 25153430, compound

HRID 2090111Notes

Reaction equation

HRID 2090111 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:21]([CH3:23])[CH3:22])[C:6]2[O:10][C:9]([C:11]3[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=3)=[N:8][C:7]=2[CH:20]=1)#[N:2].[O:24]1[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[O:28][CH2:27][CH:26]([CH2:35][NH2:36])[CH2:25]1>>[C:1]([C:3]1[CH:4]=[C:5]([CH:21]([CH3:22])[CH3:23])[C:6]2[O:10][C:9]([C:11]3[CH:12]=[CH:13][C:14]([C:15]([NH:36][CH2:35][CH:26]4[CH2:25][O:24][C:30]5[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=5[O:28][CH2:27]4)=[O:17])=[CH:18][CH:19]=3)=[N:8][C:7]=2[CH:20]=1)#[N:2]

Participants

3

Reactant 2

HCID 573699454-(5-Cyano-7-isopropylbenzo[d]oxazol-2-yl)benzoic acid2×HCID 57443657HCID 57443657, compound

Product 1

HCID 25153430HCID 25153430, compound

Procedure

The title compound was prepared, as a mixture, from 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)benzoic acid (INTERMEDIATE 2), and 1-(3,4-dihydro-2H-1,5-benzodioxepin-3-yl)methanamine as described in EXAMPLE 1. Mass spectrum (ESI) 468.0 (M+1). 1H NMR (500 MHz, CDCl3): δ 8.31 (d, J=8.5 Hz, 2H), 7.96 (d, J=8.5 Hz, 2H), 7.93 (d, J=1.5 Hz, 1H), 7.51 (d, J=1 Hz, 1H), 6.90-7.02 (m, 4H), 4.29 (m, 4H), 3.75 (t, J=6 Hz, 2H), 3.47 (septet, J=7 Hz, 1H), 2.65 (m, 1H), 1.46 (d, J=6.5 Hz, 6H).

Sources & evidence

ORD record
ord-fc8641572d2e426d916f894e2d35edf3
Source dataset
uspto-grants-2013_05
Patent number
US08436028B2

Reaction notes

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