Acetyl chloride → HCID 57974327, compound

HRID 1864208Notes

Reaction equation

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

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 69055689HCID 69055689, compound

Product 1

HCID 57974327HCID 57974327, compoundYield 49%

Procedure

The procedure described in Example 5 was repeated using N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[2-(isopropylamino)ethoxy]quinazolin-4-amine and acetyl chloride to give the title compound in 49% yield; NMR spectrum (DMSO-d6) 1.19 (d, 6H), 2.07 (s, 3H), 3.77 (t, 2H), 4.06-4.14 (m, 1H), 4.34 (t, 2H), 5.31 (s, 2H), 7.21 (d, 1H), 7.27 (d, 1H), 7.32-7.39 (m, 2H), 7.57-7.63 (m, 2H), 7.69-7.75 (m, 1H), 7.86-7.91 (m, 1H), 8.01 (d, 1H), 8.46 (s, 1H), 8.60 (d, 1H), 10.00 (s, 1H); Mass spectrum MH+ 506.

Sources & evidence

ORD record: ord-87b99d7c905441adbf25cd88f4f71526
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625908B2

Reaction notes

Loading…