tert-butyl N-(prop-2-yn-1-yl)carbamate → HCID 59852025, compound

HRID 2373425Notes

Reaction equation

HRID 2373425 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[N:13]=[CH:14][C:15]3[CH2:21][C:20](=[O:22])[NH:19][C:18]4[CH:23]=[C:24](I)[CH:25]=[CH:26][C:17]=4[C:16]=3[N:28]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH2:29]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[C:30]#[CH:31]>>[C:35]([O:34][C:33](=[O:39])[NH:32][CH2:29][C:30]#[C:31][C:24]1[CH:25]=[CH:26][C:17]2[C:16]3[N:28]=[C:12]([NH:11][C:5]4[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:13]=[CH:14][C:15]=3[CH2:21][C:20](=[O:22])[NH:19][C:18]=2[CH:23]=1)([CH3:38])([CH3:37])[CH3:36]

Participants

3

Reactant 2

HCID 11073648tert-butyl N-(prop-2-yn-1-yl)carbamateHCID 56946380HCID 56946380, compound

Product 1

HCID 59852025HCID 59852025, compound

Procedure

In a manner similar to that described for Method O, 2-(3,4-dimethoxy-phenylamino)-9-iodo-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one (I-30) and tert-butyl prop-2-ynylcarbamate were converted to I-39 (31%): HRMS Calcd. for C28H29N5O5: 516.2246, Found 516.2244.

Sources & evidence

ORD record
ord-1a7efc10c41b44249af9b73b5553d10e
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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