Diisopropylethylamine → HCID 178488347, compound

HRID 1695667Notes

Reaction equation

HRID 1695667 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:27]=[CH:26][C:9]2[N:10]=[C:11]([NH:14][CH:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][C:22]=4[O:24][CH3:25])[CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4].[CH3:28][N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH:30]1[CH2:35][OH:36].C(N(C(C)C)CC)(C)C>C(#N)C>[OH:36][CH2:35][CH:30]1[N:29]([CH3:28])[CH2:34][CH2:33][N:32]([CH2:2][C:3]([NH:5][C:6]2[CH:27]=[CH:26][C:9]3[N:10]=[C:11]([NH:14][CH:15]4[C:23]5[C:18](=[CH:19][CH:20]=[CH:21][C:22]=5[O:24][CH3:25])[CH2:17][CH2:16]4)[O:12][CH2:13][C:8]=3[CH:7]=2)=[O:4])[CH2:31]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 14747409HCID 14747409, compoundHCID 178488342HCID 178488342, compound

Product 1

HCID 178488347HCID 178488347, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared from rac-2-chloro-N-[2-(7-methoxy-indan-1-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide (Example 55, step A) (150 mg, 0.39 mmol), commercially available rac-(1-methyl-piperazin-2-yl)-methanol (CAS no. 141108-61-4) (76 mg, 0.58 mmol) and diisopropylethyl amine (198 ul, 1.17 mmol) in acetonitrile (5 ml) according to the procedure described for Example 3 step B. Obtained the title compound as a white solid (125 mg, 67%), MS (ISP) m/e=480.2 [(M+H)+].

Sources & evidence

ORD record
ord-2e57e19a62964f29800564f37d632502
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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