4-Bromocrotonic acid → HCID 25222663, compound

HRID 38621Notes

Reaction equation

HRID 38621 reaction equation
Br[CH2:2]/[CH:3]=[CH:4]/[C:5]([OH:7])=O.[Cl:8][C:9]1[CH:10]=[C:11]([NH:16][C:17]2[C:22]3[C:23]4[CH2:29][CH2:28][CH2:27][NH:26][CH2:25][C:24]=4[S:30][C:21]=3[N:20]=[CH:19][N:18]=2)[CH:12]=[CH:13][C:14]=1[Cl:15].Cl.[O:32]1[CH2:38][CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>>[Cl:8][C:9]1[CH:10]=[C:11]([NH:16][C:17]2[C:22]3[C:23]4[CH2:29][CH2:28][CH2:27][N:26]([C:5](=[O:7])/[CH:4]=[CH:3]/[CH2:2][N:35]5[CH2:36][CH2:37][CH2:38][O:32][CH2:33][CH2:34]5)[CH2:25][C:24]=4[S:30][C:21]=3[N:20]=[CH:19][N:18]=2)[CH:12]=[CH:13][C:14]=1[Cl:15]

Participants

4

Reactant 3

HCID 64364114-Bromocrotonic acidHCID 230902141,4-Oxazepane hydrochlorideHCID 58116941N-(3,4-Dichlorophenyl)-6,7,8,9-tetrahydro-5H-pyrimido[5',4':4,5]thieno[2,3-c]azepin-4-amine

Product 1

HCID 25222663HCID 25222663, compound

Procedure

In analogy to Example 130, the title compound was prepared from (2E)-4-bromobut-2-enoic acid (85 mg, 0.41 mmol), N-(3,4-dichlorophenyl)-6,7,8,9-tetrahydro-5H-pyrimido[5′,4′:4,5]thieno[2,3-c]azepin-4-amine from Example 82A (100 mg, 0.27 mmol) and 1,4-oxazepane hydrochloride (60 mg, 0.44 mmol) to yield 41 mg (26%).

Workup

  1. customto yield 41 mg (26%)

Sources & evidence

ORD record
ord-8189fb020f8b47edb18e907da7ed1184
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Reaction notes

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