Ethyl isothiocyanate → HCID 66820145, compound

HRID 241199Notes

Reaction equation

HRID 241199 reaction equation
[CH2:1]([N:3]=[C:4]=S)[CH3:2].[CH3:6][C:7]1([CH3:31])[CH2:16][CH2:15][C:14]2[N:13]=[CH:12][N:11]=[C:10]([N:17]3[CH2:23][C:22]4[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][C:21]=4[O:20][CH2:19][CH2:18]3)[C:9]=2[CH2:8]1>>[CH3:6][C:7]1([CH3:31])[CH2:16][CH2:15][C:14]2[N:13]=[CH:12][N:11]=[C:10]([N:17]3[CH2:23][C:22]4[CH:24]=[C:25]([C:8]5[CH:7]=[CH:2][C:1]6[N:3]=[C:4]([NH:13][CH2:14][CH3:15])[NH:11][C:10]=6[CH:9]=5)[CH:26]=[CH:27][C:21]=4[O:20][CH2:19][CH2:18]3)[C:9]=2[CH2:8]1

Participants

3

Reactant 2

HCID 10966Ethyl isothiocyanateHCID 66820411[4-(6,6-Dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acid

Product 1

HCID 66820145HCID 66820145, compound

Procedure

Prepared according to the method of example 15 by using ethyl isothiocyanate in step 1 and [4-(6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acid (reagent preparation 23) in step 3. 1H NMR (400 MHz, d6-DMSO): 8.37 (s, 1H), 7.56 (d, 1), 7.43 (dd, 1H), 7.38 (s, 1H), 7.20 (s, 2H), 7.00 (d, 1H), 4.62 (s, 2H), 4.29 (m, 2H), 3.83 (m, 2H), 3.35 (q, 2H), 2.70 (t, 2H), 2.47 (s, 2H), 1.60 (t, 2H), 1.19 (t, 3H), 0.86 (s, 6H); MS (EI) for C28H32N6O: 469 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c54201d4daae40e981459c6edaa1c507
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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