HCID 59851805, compound → HCID 59851197, compound

HRID 2373427Notes

Reaction equation

HRID 2373427 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]#[C:10][C:11]1[CH:12]=[CH:13][C:14]2[C:20]3[N:21]=[C:22]([NH:25][C:26]4[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=4)[N:23]=[CH:24][C:19]=3[CH2:18][C:17](=[O:36])[NH:16][C:15]=2[CH:37]=1)(C)(C)C.C(OC(=O)NCCCC1C=CC2C3N=C(NC4C=CC(OC)=C(OC)C=4)N=CC=3CC(=O)NC=2C=1)(C)(C)C>>[NH2:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]2[C:20]3[N:21]=[C:22]([NH:25][C:26]4[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=4)[N:23]=[CH:24][C:19]=3[CH2:18][C:17](=[O:36])[NH:16][C:15]=2[CH:37]=1

Participants

3

Reactant 2

HCID 59851805HCID 59851805, compoundHCID 59852025HCID 59852025, compound

Product 1

HCID 59851197HCID 59851197, compound

Procedure

In a manner similar to that described for Method P, {3-[2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-9-yl]-prop-2-ynyl}-carbamic acid tert-butyl ester (I-39) was converted to {3-[2-(3,4-dimethoxy-phenylamino)-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-9-yl]-propyl}-carbamic acid tert-butyl ester (I-41: HRMS Calcd. for C28H33N5O5: 520.2559, found 520.2551), which was subsequently deprotected (Method K) to give I-50 (80%) HRMS Calcd. for C23H25N5O3: 420.2035, Found 420.2045.

Workup

  1. customto give I-50 (80%) HRMS Calcd

Sources & evidence

ORD record
ord-b316ffdf6aaa4d798eab24f0b44788a7
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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