Isopropanol → HCID 67006236, compound

HRID 562796Notes

Reaction equation

HRID 562796 reaction equation
Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2N=1.C[N:12]1CC[CH2:14][C:13]1=O.FC1C=CC=C(F)C=1[C:21]([NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[N:31]=[C:32]3[N:36]([C:37]=2[C:38]2[CH:43]=[CH:42][N:41]=[C:40]([NH:44][C:45]4[CH:50]=[CH:49][C:48]([N:51]5[CH2:56][CH2:55]N(CCCOC)[CH2:53][CH2:52]5)=[CH:47][CH:46]=4)[N:39]=2)[CH:35]=[CH:34][S:33]3)[CH:25]=1)=[O:22].CC([OH:70])C>>[CH3:2][O:3][C:4]1[CH:10]=[CH:9][C:8]([C:14]2[O:22][C:21]([NH:23][C:24]3[CH:25]=[C:26]([C:30]4[N:31]=[C:32]5[N:36]([C:37]=4[C:38]4[CH:43]=[CH:42][N:41]=[C:40]([NH:44][C:45]6[CH:50]=[CH:49][C:48]([N:51]7[CH2:52][CH2:53][O:70][CH2:55][CH2:56]7)=[CH:47][CH:46]=6)[N:39]=4)[CH:35]=[CH:34][S:33]5)[CH:27]=[CH:28][CH:29]=3)=[N:12][CH:13]=2)=[CH:7][CH:5]=1

Participants

5

Reactant 4

HCID 3776IsopropanolHCID 119862-ChlorobenzoxazoleHCID 13387N-methyl-2-pyrrolidoneHCID 67005865HCID 67005865, compound

Product 1

HCID 67006236HCID 67006236, compound

Procedure

The title compound was prepared as described in EXAMPLE 142 substituting EXAMPLE 192B for 2-chlorobenzo[d]oxazole, N-methyl-2-pyrrolidinone for 2-propanol and microwave heating in a Biotage Initiator 2 monomode microwave reactor at 210° C. for 2 hours instead of 80° C. for 18 hours. MS (ESI(+)) m/e 643 (M+H)+; 1H-NMR (300 MHz, DMSO-d6) □ 10.40 (s, 1H), 9.60 (s, 1H), 8.76 (br s, 1H), 8.21 (d, 1H), 7.93 (m, 1H), 7.71 (m, 1H), 7.57-7.40 (m, 6H), 7.28 (s, 1H), 7.17 (m, 1H), 6.99 (m, 4H), 6.60 (d, 1H), 3.77 (s, 3H), 3.76 (m, 4H), 3.12 (m, 4H).

Sources & evidence

ORD record
ord-d8fae58421f148fc83e6d2c85e345ffe
Source dataset
uspto-grants-2011_11
Patent number
US08067409B2

Reaction notes

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